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Sample records for acetophenone

  1. Microwave-Assisted Synthesis of Arylidene Acetophenones

    Sheauly Khatun

    2013-01-01

    Full Text Available An efficient synthesis of arylidene acetophenones have been achieved by using the microwave heating in comparison to the conventional heating. In this work compound 1-phenyle-3-(4-droxyphenyle-2-propen-1-one, 1-(4-chlorophenyle-3-phenyle-2-propen-1-one, and 1-(4-chlorophenyle-3-(4-hydroxyphenyle-2-propen-1-one have been synthesized by the condensation reaction between aromatic aldehydes and substituted acetophenones under microwave irradiation. The compounds of aldehydes and acetophenones were used as benzaldehyde, parahydroxybenzaldehyde, acetophenone, and parachloroacetophenone. The result shows that the time taken for the reaction was reduced from the conventional 1-2 hours to 60–120 seconds. The yield of the compounds in the conventional heating was moderate while the highest yield of 90–98% was observed in MWI method. The structure of the compounds was characterized by their IR, 1H-NMR spectral data.

  2. Enantioselective reduction of acetophenone analogues using carrot and celeriac enzymes system

    2010-01-01

    The enantioselective reduction of acetophenone analogues catalyzed by carrot and celeriac was performed in moderate conversions and excellent enantiomeric excesses.The steric factors and electronic effects of the substituents at the aromatic ring were found to significantly affect the efficiency of the enantioselective reduction of acetophenone analogues,while they had a little effect on the enantioselectivity of acetophenone analogues reduction.It was also found that the conversions of acetophenone anal...

  3. Enolisation Kinetics of m-Nitro Acetophenone

    Swati Malhotra

    2014-03-01

    Full Text Available m-Nitroacetophenone was chosen for the study of kinetics of enolisation. The rate of the reaction was studied by iodination. The kinetics of the reaction was monitored under several conditions of variation of ketone concentration, dielectric constant of the medium , temperature, effect of catalyst etc. In addition to this four different amino acids viz. β-alanin, DL-alanin, L-alanin and Glycine were tested as catalyst for the enolisation process. The rate of enolisation was found to increase with the increase in then ketone concentration , percentage composition of the solvent mixture and also with the increase in the dipole moments of the amino acids. Pseudofirst order rate kinetics was operational and the rate constants were found to increase with the increase in the amino acid molarity. Linear plots obtained for log of rate constants versus reciprocal of temperature which were in good agreement with Arrhenius equation. The values of thermodynamic parameters like Entropy (∆S≠ , Enthalpy (∆H≠, energy of activation (∆Ea and Free energy(∆F≠ were calculated and were found to be 2.6186 e.u. , 20.85 e.u. ,23.46 k cal mol-1 and 20.0 k cal mol-1 respectively.  © 2014 BCREC UNDIP. All rights reservedReceived: 31st July 2013; Revised: 8th November 2013; Accepted: 21st November 2013[How to Cite: Malhotra, S., Jaspal, D. (2014. Kinetics of the Enolisation Reaction of m-Nitro Acetophe-none Catalyzed by Amino Acids. Bulletin of Chemical Reaction Engineering & Catalysis, 9 (1: 16-22. (doi:10.9767/bcrec.9.1.5258.16-22][Permalink/DOI: http://dx.doi.org/10.9767/bcrec.9.1.5258.16-22

  4. Stilbenes and a New Acetophenone Derivative from Scirpus holoschoenus

    T. R. Sobahi

    2001-07-01

    Full Text Available Separation of the extract of the tubers of Scirpus holoschoenus L. (family Cyperaceae, a species easily confused with Juncus plants, afforded 2-prenyl-3,5,4'-trimethoxystilbene, 2-prenyl-3-hydroxy-5,4'-dimethoxystilbene, 2-prenyl-3,4'-dihydroxy-5-methoxy-stilbene and 3,5,4'-trimethoxystilbene, in addition to a new acetophenone derivative. The isolated compounds were identified on the basis of spectral measurements.

  5. Asymmetric Transfer Hydrogenation of ω -Bromo Acetophenones in Aqueous Media

    Wang Fei; Liu Hui; Cui Xin; Cun Linfeng; Zhu Jin; Deng Jingen; Jiang Yaozhong

    2004-01-01

    Optical active ω-bromophenylethanols are useful building blocks for synthesis of various pharmaceuticals such as α 1-, β 2-, and β 3- adrenergic receptor agonists, which are always obtained though a biotransformative pathway and using boron reagent with rigorous conditions [1]. To our knowledge, the metal-catalysed transfer hydrogenation is seldom applied in this reaction. Recently we have developed a water-soluble chiral Ru-complex and applied successfully in transfer hydrogenation of ω-bromo acetophenones in aqueous media [2], which can not be performed in homogeneous system with HCOOH/NEt3 as hydrogen donor[3] .In this paper, we will report that asymmetric transfer hydrogenation of ω-bromo acetophenones was successfully performed in aqueous media by employing hydrophobic Rh-amido complex (TsDPEN-Rh) as catalyst and HCOONa as hydrogen donor. Moreover, marked increasing of activity and high enantioselectivity (up to 98%) of ω-bromo acetophenone 1a was found in the presence of different micelles or vesicles. This method was also applied successfully in preparation of the important chiral medicinal intermediates, such as the precursor of salbutamol, 2b and fermoterol, 2c with high enantioselectivity.

  6. Hydrophilic pyrazine-based phosphane ligands: synthesis and application in asymmetric hydride transfer and H2-hydrogenation of acetophenone

    Nikishkin, N.; Huskens, J.; Verboom, W.

    2013-01-01

    Pyrazine-based hydrophilic phosphanes are useful ligands for the ruthenium- and rhodium-catalyzed hydrogenations of acetophenone under hydride transfer and dihydrogen conditions. The effect of alcohol additives on the catalytic, enantioselective aqueous hydrogenation of acetophenone is examined with

  7. .I.Ortho./I. effect and steric inhibition of resonance: basicities of methyl-substituted acetophenones

    Otyepková, E.; Nevěčná, T.; Kulhánek, J.; Exner, Otto

    2003-01-01

    Roč. 16, - (2003), s. 721-725. ISSN 0894-3230 R&D Projects: GA MŠk LN00A032 Institutional research plan: CEZ:AV0Z4055905 Keywords : acetophenones * acid ity function * steric effects Subject RIV: CC - Organic Chemistry Impact factor: 1.182, year: 2003

  8. Kinetics of Enolisation of Acetophenone and p-Bromoacetophenone: Comparative Studies

    Swati Malhotra

    2013-12-01

    Full Text Available Biomolecules (Amino Acids have been used as catalysts for the study of kinetics involved in enolosation of acetophenone and p-bromoacetophenone, and comparative study has been carried out. The process of enolisation was studied by halogenations reactions using iodine. The stoichiometery was determined in each case and the kinetic reactions were carried out to study the effect of catalyst and temperature. The enolisation process was investigated as a bimolecular reaction. The rate of enolisation was of the order p- Bromoacetophenone > Acetophenone depending on the type of substituent. The process was investigated to follow Arrhenius equation. Values for various thermodynamic parameters like Entropy (∆S≠ and Enthalpy (∆H≠ were found to be -2.126 e.u. & -10.88 e.u. and 19.06 K. cal mol-1 & 19.01 K. cal mol-1 for acetophenone and p-bromoacetophenone respectively. © 2013 BCREC UNDIP. All rights reservedReceived: 23rd March 2013; Revised: 21st June 2013; Accepted: 30th June 2013[How to Cite: Malhotra, S., Jaspal, D. (2013. Kinetics of Enolisation of Acetophenone and p-Bromoacetophenone: Comparative Studies. Bulletin of Chemical Reaction Engineering & Catalysis, 8(2: 105-109. (doi:10.9767/bcrec.8.2.4653.105-109][Permalink/DOI: http://dx.doi.org/10.9767/bcrec.8.2.4653.105-109

  9. A Convenient Method for Asymmetric Reduction of Acetophenone using Lithium Hydroxide

    NISHIKORI, Hisashi; Mizuno, Tomofumi; 錦織, 寿

    2010-01-01

    Optically active lithium-alkoxide catalyzes asymmetric reduction of ketones and imines with alkoxyhydrosilane as a Lewis base. Lithium salt is generally formed by a mixture of optically active alcohol and n-butyllithium as a metal source, which is too sensitive to moisture to handle in air. However, if n-butyllithium is replaced by another lithium source which is stable in air, a more convenient reaction system results. In this study, we examined the enantioselective reduction of acetophenone...

  10. Chlorimetric studies on the chelation of uranyl ion with 2:4-dihydroxy acetophenone oxime

    In a non-aqueous medium, uranyl ion forms an orange yellow complex with 2:4-dihydroxy acetophenone oxime (DHAO). The composition of the complex has been found to be UO2(DHAO)2. The stability constant of the complex was found to be 3.78x108 and the free energy formation ΔF=11.90K. cal at 300C. the phenolic hydrogen has been replaced by uranyl ion and coordinated through the oxime's nitrogen. (author)

  11. Thermal Decomposition Reaction of Acetophenone Cyclic Diperoxide in Solvents of Different Physicochemical Properties

    C. M. Mateo

    2000-03-01

    Full Text Available The thermal decomposition reaction of acetophenone cyclic diperoxide (trans-3,6-dimethyl-3,6-diphenyl-1,2,4,5-tetroxane; APDP at the initial concentration of c.a. 0.01 mol kg-1 and temperature ranges of 135.5 to 185.0° C has been investigated in dioxane and acetonitrile solutions, and in an 2-propanol/benzene mixture.

  12. Synthesis of methyl benzoate by methoxycarbonylation of acetophenone with dimethyl carbonate over solid base catalysts

    Wu, Dudu; Chang, Wenming; Wen, Xia [State Key Laboratory of Coal Conversion, Institute of Coal Chemistry, Chinese Academy of Sciences, Taiyuan, 030001 (China); Graduate University of Chinese Academy of Sciences, Beijing, 100039 (China); Xiao, Fukui; Li, Junping; Zhao, Ning; Wei, Wei; Sun, Yuhan [State Key Laboratory of Coal Conversion, Institute of Coal Chemistry, Chinese Academy of Sciences, Taiyuan, 030001 (China)

    2008-08-15

    A convenient and simple route for synthesis of methyl benzoate from dimethyl carbonate and acetophenone has been exploited for the first time in the presence of solid base catalysts. The results showed that solid base with moderate strength, such as MgO, facilitated the formation of methyl benzoate and the function of basic catalysts could mainly be attributed to the activation of ketone via the abstraction of H{sup {alpha}} by base sites. (author)

  13. Electrocatalytic hydrogenation of acetophenone using a Polymer Electrolyte Membrane Electrochemical Reactor

    Sáez Fernández, Alfonso; García García, Vicente; Solla-Gullón, José; Aldaz Riera, Antonio; Montiel Leguey, Vicente

    2013-01-01

    The use of a solid polymeric electrolyte, spe, is not commonly found in organic electrosynthesis despite its inherent advantages such as the possible elimination of the electrolyte entailing simpler purification processes, a smaller sized reactor and lower energetic costs. In order to test if it were possible to use a spe in industrial organic electrosynthesis, we studied the synthesis of 1-phenylethanol through the electrochemical hydrogenation of acetophenone using Pd/C 30 wt% with differen...

  14. Novel pyrazolylphosphite- and pyrazolylphosphinite-ruthenium(ii) complexes as catalysts for hydrogenation of acetophenone.

    Amenuvor, Gershon; Obuah, Collins; Nordlander, Ebbe; Darkwa, James

    2016-09-14

    The new compounds and potential ligands 2-(3,5-di-tert-butyl-1H-pyrazol-1-yl)ethyldiphenlyphosphinite (L1), 2-(3,5-di-tert-butyl-1H-pyrazol-1-yl)ethyldiethylphosphite (L2), 2-(3,5-di-tert-butyl-1H-pyrazol-1-yl)ethyl-diethylphosphite (L3) and 2-(3,5-diphenyl-1H-pyrazol-1-yl)ethyldiethylphosphite (L4) were prepared from the reaction of (3,5-(disubstituted)pyrazol-1H-yl)ethanol and the appropriate phosphine chloride. The phosphinite (L1) and phosphites (L2-L4) and 2-(3,5-diphenyl-1H-pyrazol-1-yl)ethyldiphenylphosphinite (L5) were reacted with [Ru(p-cymene)Cl2]2 to afford the ruthenium(ii) complexes [Ru(p-cymene)Cl2(L1)] (1), [Ru(p-cymene)Cl2(L2)] (2), [Ru(p-cymene)Cl2(L3)] (3), [Ru(p-cymene)Cl2(L4)] (4), and [Ru(p-cymene)Cl2(L5)] (5). All ruthenium complexes were characterized by a combination of NMR spectroscopy, elemental analysis and, in selected cases, by single crystal X-ray crystallography. Complexes 1-5 and [Ru(p-cymene)Cl2(L6)] (6) (prepared from 2-(3,5-dimethyl-1H-pyrazol-1-yl)ethyldiphenylphosphinite (L6)) were investigated as catalysts for both transfer and molecular hydrogenation of acetophenone to 1-phenylethanol. At 80 °C the percent conversion of acetophenone in transfer hydrogenation was moderate to high over 10 h (42-87%); for molecular hydrogenation acetophenone, conversions were as high as 98% in 6 h. PMID:27504937

  15. EXTRACTIVE SPECTROPHOTOMETRIC STUDIES OF ACETOPHENONE 2’, 4’-DIHYDROXY THIOSEMICARBAZONE WITH IRON

    P. K. Rana; R. S. Lokhande; S. M. Pitale; S.P. Janwadkar; P. S. Navarkar; D K Yadav

    2012-01-01

    Acetophenone 2’, 4’-Dihydroxy thiosemicarbazone (APDHTS) as a reagent for the extractive spectrophotometric determination of Iron. The reagent APDHTS gave instantaneous and stable violet colour with Iron at pH 5.0. A linear calibration graph over the concentration range 1 ppm to 10 ppm with a 3σ limit of detection of 0.66 ppm was obtained by applying the spectrophotometric method at wavelength 370 nm. The stoichiometry of the complex is established as 1:1 (M: L) by Job’s method of continuous ...

  16. Synthesis and spectral characterization of acetophenone thiosemicarbazone—A nonlinear optical material

    Santhakumari, R.; Ramamurthi, K.; Vasuki, G.; Yamin, Bohari M.; Bhagavannarayana, G.

    2010-08-01

    Acetophenone thiosemicarbazone (APTSC) was synthesized. Solubility of APTSC was determined in ethanol and methanol at different temperatures. Single crystals were grown from ethanol by slow evaporation at room temperature. The grown crystal was subjected to FTIR, Laser-Raman and 1H NMR spectral analyses to confirm the synthesized compound. Thermal properties were investigated by thermogravimetric and differential thermal analyses. High-resolution X-ray diffractometry (HRXRD) was employed to evaluate the perfection of the grown crystal. The range and percentage of optical transmission was ascertained by recording UV-vis-NIR spectrum. The third order nonlinear optical parameters (nonlinear refractive index and nonlinear absorption coefficient) were derived by the Z-scan technique.

  17. Casbane diterpenes and acetophenones of Croton nepetaefolius (Euphorbiaceae); Diterpenos casbanos e acetofenonas de Croton nepetaefolius (Euphorbiaceae)

    Santos, Helcio Silva; Mesquita, Francisca Maria Rodrigues [Universidade Estadual Vale do Acarau, Sobral, CE (Brazil). Centro de Ciencias Exatas e Tecnologia; Lemos, Telma Leda G.; Monte, Francisco Jose Queiroz [Universidade Federal do Ceara (UFC), Fortaleza, CE (Brazil). Dept. de Quimica Organica e Inorganica]. E-mail: tlemos@dqoi.ufc.br; Braz-Filho, Raimundo [Universidade Estadual Norte Fluminense (UENF), Campos dos Goytacases, RJ (Brazil). Centro de Ciencia e Tecnologia. Lab. de Ciencias Quimicas

    2008-07-01

    Croton nepetaefolius is an aromatic plant native to the northeast of Brazil where it is extensively used in folk medicine as a sedative, orexigen and antispasmodic agent. The present work deals with the chromatographic analysis of the ethanolic extract of Croton nepetaefolius stalk. It allowed the isolation and characterization of two diterpenoids named 1,4-dihydroxy-2E,6E,12E-trien-5-one-casbane and 4-hydroxy- 2E,6E,12E-5-one-casbane, two acetophenones named 2-hydroxy-4,6-dimethoxyacetophenone and 2-hydroxy-3,4,6- trimethoxyacetophenone and the steroids 3-O-beta-D-glucopiranosylsitosterol and a mixture of beta-sitosterol and stigmasterol. Structural elucidation was done on the basis of spectral data, mainly high field NMR and EIMS. (author)

  18. Diterpenos casbanos e acetofenonas de Croton nepetaefolius (Euphorbiaceae Casbane diterpenes and acetophenones of Croton nepetaefolius (Euphorbiaceae

    Hélcio Silva Santos

    2008-01-01

    Full Text Available Croton nepetaefolius is an aromatic plant native to the northeast of Brazil where it is extensively used in folk medicine as a sedative, orexigen and antispasmodic agent. The present work deals with the chromatographic analysis of the ethanolic extract of Croton nepetaefolius stalk. It allowed the isolation and characterization of two diterpenoids named 1,4-dihydroxy-2E,6E,12E-trien-5-one-casbane and 4-hydroxy-2E,6E,12E-5-one-casbane, two acetophenones named 2-hydroxy-4,6-dimethoxyacetophenone and 2-hydroxy-3,4,6-trimethoxyacetophenone and the steroids 3-O-b-D-glucopiranosylsitosterol and a mixture of b-sitosterol and stigmasterol. Structural elucidation was done on the basis of spectral data, mainly high field NMR and EIMS.

  19. Structural studies on acetophenone- and benzophenone-derived thiosemicarbazones and their zinc(II) complexes

    Ferraz, Karina S. O.; Silva, Nayane F.; Da Silva, Jeferson G.; Speziali, Nivaldo L.; Mendes, Isolda C.; Beraldo, Heloisa

    2012-01-01

    In the present work N(3)- meta-chlorophenyl-(HAc3 mCl, 1) and N(3)- meta-fluorphenyl-(HAc3 mF, 2) acetophenone thiosemicarbazone, and N(3)- meta-chlorophenyl-(HBz3 mCl, 3) and N(3)- meta-fluorphenyl-(HBz3 mF, 4) benzophenone thiosemicarbazone were obtained, as well as their zinc(II) complexes [Zn(Ac3 mCl) 2] ( 5), [Zn(Ac3 mF) 2] ( 6), [Zn(Bz3 mCl) 2] ( 7) and [Zn(Bz3 mF) 2] ( 8). Upon re-crystallization in DMSO:acetone conversion of 8 into [Zn(Bz3 mF) 2]·(DMSO) ( 8a) occurred. The crystal structures of 2, 5 and 8a were determined.

  20. Electrochemical synthesis at pre-pilot scale of 1-phenylethanol by cathodic reduction of acetophenone using a solid polymer electrolyte

    Sáez Fernández, Alfonso; García García, Vicente; Solla-Gullón, José; Aldaz Riera, Antonio; Montiel Leguey, Vicente

    2013-01-01

    The pre-pilot scale synthesis of 1-phenylethanol was carried out by the cathodic hydrogenation of acetophenone in a 100 cm2 (geometric area) Polymer Electrolyte Membrane Electrochemical Reactor. The cathode was a Pd/C electrode. Hydrogen oxidation on a gas diffusion electrode was chosen as anodic reaction in order to take advantage of the hydrogen evolved during the reduction. This hydrogen oxidation provides the protons needed for the synthesis. The synthesis performed with only a solid poly...

  1. Concise Access to 2-Aroylbenzothiazoles by Redox Condensation Reaction between o-Halonitrobenzenes, Acetophenones, and Elemental Sulfur.

    Nguyen, Thanh Binh; Pasturaud, Karine; Ermolenko, Ludmila; Al-Mourabit, Ali

    2015-05-15

    A wide range of 2-aroylbenzothiazoles 3 including some pharmacologically relevant derivatives can be obtained in high yields by simply heating o-halonitrobenzenes 1, acetophenones 2, elemental sulfur, and N-methylmorpholine. This three-component nitro methyl coupling was found to occur in an excellent atom-, step-, and redox-efficient manner in which elemental sulfur played the role of nucleophile building block and redox moderating agent to fulfill electronic requirements of the global reaction. PMID:25929738

  2. Asymmetric reduction of acetophenone into R-(+)-1-phenylethanol by endophytic fungus Neofusicoccum parvum BYEF07 isolated from Illicium verum.

    Li, Haiyun; Li, Ziyuan; Ruan, Guihua; Yu, Yankui; Liu, Xiongmin

    2016-05-13

    Seventy-nine strains of endophytic fungi isolated from the healthy leaves, twigs and fruits of Illicium verum were screened for the asymmetric reduction activities to acetophenone. Strain BYEF07, which showed relatively high reduction activities, has been classified as Neofusicoccum parvum, and the main product was confirmed to be (R)-(+)-1-phenylethanol by GC-MS and chiral HPLC methods. The bio-reduction conditions of acetophenone by cells of N. parvum BYEF07 were investigated in detail. Under the conditions of 1.8 g/L of acetophenone, 100 g/L of microorganism cells and 10 g/L of glucose in 40 mL Na2HPO4 KH2PO4 buffer solution at pH7.5, 30 °C and 150 rpm, after 48 h reaction, the production yield of 1-phenylethanol and enantiomeric excess value of (R)-(+)-1-phenylethanol were 78% and 96%, respectively. PMID:27038548

  3. EXTRACTIVE SPECTROPHOTOMETRIC STUDIES OF ACETOPHENONE 2’, 4’-DIHYDROXY THIOSEMICARBAZONE WITH IRON

    P. K. Rana

    2012-10-01

    Full Text Available Acetophenone 2’, 4’-Dihydroxy thiosemicarbazone (APDHTS as a reagent for the extractive spectrophotometric determination of Iron. The reagent APDHTS gave instantaneous and stable violet colour with Iron at pH 5.0. A linear calibration graph over the concentration range 1 ppm to 10 ppm with a 3σ limit of detection of 0.66 ppm was obtained by applying the spectrophotometric method at wavelength 370 nm. The stoichiometry of the complex is established as 1:1 (M: L by Job’s method of continuous variation and confirmed by mole ratio method. The standard deviation and the coefficient of variations are presented. The molar absorptivity and Sandal’s sensitivity of the complex is 0.4469 x 103 L mol-1cm –1 and 0.0125 µg cm-2 respectively. The results of the prescribed procedure applied for the determination of the micro amounts of Fe (III in various synthetic and standard steel samples are presented.

  4. Evaluation of the toxicity of α-(phenylselanyl) acetophenone in mice.

    Casaril, Angela M; Martinez, Débora Martins; Ricordi, Vanesssa Gentil; Alves, Diego; Lenardão, Eder João; Schultze, Eduarda; Collares, Tiago; Seixas, Fabiana Kömmling; Savegnago, Lucielli

    2015-12-01

    Selenium is an essential micronutrient with several biological roles in the human body, but supra nutritional consumption can cause toxic effects. The potential deleterious effects of organoselenium compounds are controversial. The compound α-(phenylselanyl) acetophenone (PSAP) exhibits antioxidant, antidepressant-like and glutathione peroxidase-like activity, which makes important the elucidation of any toxic effects. Hence, the present study aims to investigate the in vitro toxicity of PSAP in Chinese Hamster ovary cells (through MTT assay) and analyse its genotoxicity using the comet assay in mice leukocytes after acute or chronic treatments, alongside with biochemical analyses. Our results demonstrate that the oral administration of PSAP in acute (1, 5, 10, 50, 200 mg/kg) and chronic (1, 10, 50, 200 mg/kg) doses did not cause genotoxicity. The compound presented cytotoxic effect in the MTT assay just at 500 μM after 24 h of administration and at 250 and 500 μM after 48 and 72 h of administration. According to biochemical analysis, PSAP presented a minor toxic effect by altering δ-ALA-D activity in liver and catalase activity in kidney at the highest tested concentration. Taking together, these data indicate that PSAP has low toxic effects after chronic administration in mice. PMID:26456665

  5. Acetophenone derivatives from a freshwater fungal isolate of recently described Lindgomyces madisonensis (G416).

    Paguigan, Noemi D; Raja, Huzefa A; Day, Cynthia S; Oberlies, Nicholas H

    2016-06-01

    The exploration of freshwater ascomycetes, which have undergone only limited investigation, may provide opportunities both to characterize new genera/species of fungi and to uncover new chemical diversity. In this study, seven acetophenone derivatives, madisone, 4'-methoxymadisone, dehydromadisone, 2″-methoxymadisone, dihydroallovisnaginone, dimadisone, and 4'-methoxydimadisone were characterized from an organic extract of a recently described Lindgomyces madisonensis (G416) culture, which was isolated from submerged wood collected in a stream in North Carolina. Madisone, dehydromadisone, 2″-methoxymadisone, dimadisone and 4'-demethoxydimadisone have not been reported previously, while 4'-methoxymadisone and dihydroallovisnaginone were previously unknown as natural products. Their structures were assigned on the basis of NMR and HRESIMS data, with the structure of madisone supported by X-ray crystallography. The antimicrobial activities of madisone, 4'-methoxymadisone and dihydroallovisnaginone were evaluated against a panel of bacteria and fungi. A heat map analysis of the surface of a G416 culture showed that most of the isolated compounds concentrated in the guttate compared with the vegetative mycelium of the fungus. PMID:26988728

  6. Anti-inflammatory and analgesic activities of acetophenone semicarbazone and benzophenone semicarbazone

    Shaikh M Mohsin Ali; Mele Jesmin; M Abul Kalam Azad; M Khairul Islam; Ronok Zahan

    2012-01-01

    Objective: To study anti-inflammatory and analgesic activities in swiss albino mice, two schiff bases namely acetophenone semicarbazone (ASC) and benzophenone semicarbazone (BSC) were synthesized and characterized. Methods: Two doses of the test compounds 25 and 50 mg/kg (p.o) for each were selected throughout the research work. The anti-inflammatory activity of the test compounds was determined by ‘carragenan induced mice paw edema inhibition’ method. The analgesic activity was determined by both, ‘acetic acid induced writhing’ and ‘tail immersion' methods. All such data were compared with standard drugs at the dose of 10 mg/kg (p.o.). Results:Both ASC and BSC have showed positive effects as anti-inflammatory and analgesic agents. Anti-inflammatory and analgesic activities of the test compounds at 50 mg/kg (p.o.) were quite comparable to those of standard drugs at 10 mg/kg (p.o.). Conclusion: Both ASC and BSC can be considered as potent anti-inflammatory and analgesic agents.

  7. Preparation of Pd-Loaded Hierarchical FAU Membranes and Testing in Acetophenone Hydrogenation

    Raffaele Molinari

    2016-03-01

    Full Text Available Pd-loaded hierarchical FAU (Pd-FAU membranes, containing an intrinsic secondary non-zeolitic (mesoporosity, were prepared and tested in the catalytic transfer hydrogenation of acetophenone (AP to produce phenylethanol (PE, an industrially relevant product. The best operating conditions were preliminarily identified by testing different solvents and organic hydrogen donors in a batch hydrogenation process where micron-sized FAU seeds were employed as catalyst support. Water as solvent and formic acid as hydrogen source resulted to be the best choice in terms of conversion for the catalytic hydrogenation of AP, providing the basis for the design of a green and sustainable process. The best experimental conditions were selected and applied to the Pd-loaded FAU membrane finding enhanced catalytic performance such as a five-fold higher productivity than with the unsupported Pd-FAU crystals (11.0 vs. 2.2 mgproduct gcat−1·h−1. The catalytic performance of the membrane on the alumina support was also tested in a tangential flow system obtaining a productivity higher than that of the batch system (22.0 vs. 11.0 mgproduct gcat−1·h−1.

  8. Preparation of Pd-Loaded Hierarchical FAU Membranes and Testing in Acetophenone Hydrogenation.

    Molinari, Raffaele; Lavorato, Cristina; Mastropietro, Teresa F; Argurio, Pietro; Drioli, Enrico; Poerio, Teresa

    2016-01-01

    Pd-loaded hierarchical FAU (Pd-FAU) membranes, containing an intrinsic secondary non-zeolitic (meso)porosity, were prepared and tested in the catalytic transfer hydrogenation of acetophenone (AP) to produce phenylethanol (PE), an industrially relevant product. The best operating conditions were preliminarily identified by testing different solvents and organic hydrogen donors in a batch hydrogenation process where micron-sized FAU seeds were employed as catalyst support. Water as solvent and formic acid as hydrogen source resulted to be the best choice in terms of conversion for the catalytic hydrogenation of AP, providing the basis for the design of a green and sustainable process. The best experimental conditions were selected and applied to the Pd-loaded FAU membrane finding enhanced catalytic performance such as a five-fold higher productivity than with the unsupported Pd-FAU crystals (11.0 vs. 2.2 mgproduct gcat(-1)·h(-1)). The catalytic performance of the membrane on the alumina support was also tested in a tangential flow system obtaining a productivity higher than that of the batch system (22.0 vs. 11.0 mgproduct gcat(-1)·h(-1)). PMID:27011163

  9. In vivo anticancer activity of vanillin, benzophenone and acetophenone thiosemicarbazones on Swiss albino mice

    Sha Md. Shahan Shahriar; Shaikh M Mohsin Ali; Mele Jesmin; Md. Khairul Islam; Sarozit Mondal

    2014-01-01

    Objective: To study the anticancer activities of three schiff bases viz. vanillin thiosemicarbazone, benzophenone thiosemicarbazone and acetophenone thiosemicarbazone against Ehrlich ascites carcinoma (EAC) cells in Swiss albino mice. Methods: Synthesized compounds have administrated into the intraperitoneal cavity of the EAC inoculated mice at two doses. The anticancer activities have studied by monitoring the parameters such as cell growth inhibition, tumor weight measurement, survival time of EAC bearing mice as well as the changes in depleted hematological parameters due to tumorgenesis. All such data have been compared with those of a known standard drug bleomycin at the dose of 0.3 mg/kg (i.p.).Results:It has been found that these bases enhanced life span, reduced average tumor weight and inhibited tumor cell growth of EAC cell bearing mice remarkably. The results were similar in potency to those obtained with bleomycin. It was also found that the depleted hematological parameters (red blood count, white blood count and haemoglobin content) were found to be restored gradually towards normal within few weeks after ceasing the treatment.Conclusions:The compounds can be primarily considered more or less as potent anticancer agents.

  10. Selecting ethanol as an ideal organic solvent probe in radiation chemistry γ-radiolysis of acetone-ethanol system and acetophenone-ethanol system

    Radiolysis of acetone-ethanol solution and acetophenone-ethanol solution has been studied in this work. The dependences of G values of the final γ radiolysis products such as H2. 2,3-butanediol and acetaldehyde on additive concentration in liquid ethanol have been obtained. There are two kinds of new final products, isopropanol and 2-methyl-2,3-butanediol are detected in irradiated acetone-ethanol solution. As for acetophenone-ethanol system, more new final products are found. In addition, experiments of pulse radiolysis upon acetophenone-ethanol solution have also been performed. The absorption spectrum with λ max at 315nm and 440nm is observed, which is assigned to ketyl radical ion C6H5(CH3)CO-. And the reaction mechanism of the two systems is proposed respectively with a moderate success. (author)

  11. Photodegradation of acetophenone and toluene in water by nano-TiO2 powder supported on NaX zeolite

    TiO2 was supported on a porous material, like NaX zeolite, by using sol-gel method and TiCl4 as precursor. SEM of synthesized samples shows that nano titanium species are located on the external surface of the zeolite. Nano titanium species bound to the framework through Ti-O-Si bonds were also observed by IR analysis. The XRD patterns show that the supported TiO2 are crystallized in anatase form, and the intensity of the X-ray diffraction peaks increased with increasing TiO2 loading. These materials are used as photocatalyst for the degradation of acetophenone and toluene to H2O and CO2. The effect of some factors such as the pH of the photodegradation reaction, time of UV irradiation and amounts of TiO2 loading and catalyst used was investigated. The results of this work show that as photocatalyst for the degradation of acetophenone and toluene, the nano titanium oxide based on NaX zeolite is superior over the nano titanium oxide powder alone.

  12. Transcription profiling of the Neurospora crassa response to a group of synthetic (thioxanthones and a natural acetophenone

    A. Pedro Gonçalves

    2015-06-01

    Full Text Available Xanthones are a class of heterocyclic compounds characterized by a dibenzo-γ-pyrone nucleus. Analysis of their mode of action in cells, namely uncovering alterations in gene expression, is important because these compounds have potential therapeutic applications. Thus, we studied the transcriptional response of the filamentous fungus Neurospora crassa to a group of synthetic (thioxanthone derivatives with antitumor activity using high throughput RNA sequencing. The induction of ABC transporters in N. crassa, particularly atrb and cdr4, is a common consequence of the treatment with xanthones. In addition, we found a group of genes repressed by all of the tested (thioxanthone derivatives, that are evocative of genes downregulated during oxidative stress. The transcriptional response of N. crassa treated with an acetophenone isolated from the soil fungus Neosartorya siamensis shares some features with the (thioxanthone-elicited gene expression profiles. Two of the (thioxanthone derivatives and the N. siamensis-derived acetophenone inhibited the growth of N. crassa. Our work also provides framework datasets that may orientate future studies on the mechanisms of action of some groups of xanthones.

  13. New flav-3-en-3-ol glycosides, kaempferiaosides C and D, and acetophenone glycosides, kaempferiaosides E and F, from the rhizomes of Kaempferia parviflora.

    Chaipech, Saowanee; Morikawa, Toshio; Ninomiya, Kiyofumi; Yoshikawa, Masayuki; Pongpiriyadacha, Yutana; Hayakawa, Takao; Muraoka, Osamu

    2012-07-01

    Two new flav-3-en-3-ol glycosides, kaempferiaosides C (3) and D(4), and two new acetophenone glycosides, kaempferiaosides E (5) and F (6), were isolated from the Thai natural medicine Krachai Dum, the rhizomes of Kaempferia parviflora Wall. ex Baker. Their structures were established mainly on the basis of 1D and 2D NMR spectral data. PMID:22101441

  14. Kinetic studies on the asymmetric transfer hydrogenation of acetophenone using a homogeneous ruthenium catalyst with a chiral amino-alcohol ligand

    Wisman, Ronald V.; Vries, Johannes G. de; Deelman, Berth-Jan; Heeres, Hero J.

    2006-01-01

    The overall kinetics of the asymmetric transfer hydrogenation of acetophenone to 1-phenyl-ethanol using a Noyori-type homogeneous Ru-catalyst with a chiral amino-alcohol ligand ((1R, 2S)-(+)- cis-1-amino-2- indanol) were determined in a batch reactor with on-line FT-IR spectroscopy. Data analysis sh

  15. One-Pot Synthesis of 2-Phenylimidazo[1,2-α]pyridines from Acetophenone, [Bmim]Br3 and 2-Aminopyridine under Solvent-Free Conditions

    Jian-Ping Xu

    2012-11-01

    Full Text Available One-pot synthesis of 2-phenylimidazo[1,2-α]pyridines from acetophenone, [Bmim]Br3 and 2-aminopyridine under solvent-free conditions in the presence of Na2CO3, gave the corresponding 2-phenylimidazo[1,2-α]pyridines in excellent yields ranging from 72% to 89%.

  16. Synthesis, characterization and applications of polymer-metal chelates derived from poly[((4-acryloxy acetophenone)-divinylbenzene)] benzoyl hydrazone resins

    Thammisetty Ravi Sankar; K Kesavulu; Peddakotla Venkata Ramana

    2014-05-01

    4-Acryloxy acetophenone was prepared and subjected to suspension polymerization with divinylbenzene as a cross-linking agent. The resulting network polymer was ligated with benzoyl hydrazone. The functional polymer was treated with metal ions [Cu(II), Fe(II)]. The polymer-metal complexes obtained were characterized by elemental analysis, IR, 1H-NMR, solid state 13C cross-polarization magic-angle spinning (CP/MAS) NMR, electron paramagnetic resonance (EPR), thermogravimetric and scanning electron microscopy (SEM) studies. The maximum uptake efficiency for the metal ions was determined. The reusability of the polymer ligand was tested and it was shown that even after four cycles, the efficiency of the uptake was not altered.

  17. Molecular quantum mechanical gradients within the polarizable embedding approach—Application to the internal vibrational Stark shift of acetophenone

    List, Nanna Holmgaard; Beerepoot, Maarten; Olsen, Jógvan Magnus Haugaard;

    2015-01-01

    We present an implementation of analytical quantum mechanical molecular gradients within the polarizable embedding (PE) model to allow for efficient geometry optimizations and vibrational analysis of molecules embedded in large, geometrically frozen environments. We consider a variational ansatz...... for the quantum region, covering (multiconfigurational) self-consistent-field and Kohn–Sham density functional theory. As the first application of the implementation, we consider the internal vibrational Stark effect of the C=O group of acetophenone in different solvents and derive its vibrational...... linear Stark tuning rate using harmonic frequencies calculated from analytical gradients and computed local electric fields. Comparisons to PE calculations employing an enlarged quantum region as well as to a non-polarizable embedding scheme show that the inclusion of mutual polarization between...

  18. Synthesis and characterization of semicarbazone of p-hydroxy-3-methoxy acetophenone (SPH3MA) single crystal

    Janarthanan, S. [Department of Physics, Presidency College, Chennai, Tamilnadu (India); Rajan, Y.C. [Department of Materials Science, National Chiao Tung University, Taiwan (China); Umarani, P.R. [Department of Physics, Presidency College, Chennai, Tamilnadu (India); Selvakumar, S. [Department of Physics, L.N.G. College, Ponneri, Tamilnadu (India); Pandi, S., E-mail: srijana26@gmail.co [Department of Physics, Presidency College, Chennai, Tamilnadu (India)

    2011-01-15

    Single crystals of semicarbazone of p-hydroxy-3-methoxy acetophenone (SPH3MA) were grown by a slow evaporation solution growth technique at room temperature. This is the first report in the literature on the crystallization of SPH3MA. The cell parameters of the grown crystals were estimated by single crystal X-ray diffraction analysis. The various planes of reflection were identified from the XRD powder pattern. The presence of functional groups was identified from FTIR and {sup 1}H NMR. The results were found to be in accordance with the structure of the crystal. The formation of charge transfer complex was confirmed by UV-vis-NIR spectroscopy. The thermal stability of the grown crystal was studied by thermal analysis.

  19. (Pressure + volume + temperature) properties for binary oligomeric solutions of poly(ethylene glycol mono-4-octylphenyl ether) with 1-octanol or acetophenone at pressures up to 50 MPa

    Densities were measured with a high-pressure densitometer for two binary oligomeric systems of poly(ethylene glycol mono-4-octylphenyl ether) (PEGOPE) with 1-octanol or acetophenone at temperatures from 298.15 K to 348.15 K and pressures up to 50 MPa. While the excess volumes are negative in (acetophenone + PEGOPE) over the entire composition range, those are found to change from positive to negative with increasing mole fraction of the solvent in (1-octanol + PEGOPE). The pressure-effect on the liquid densities can be represented accurately by the Tait equation. Moreover, an empirical equation with two characteristic parameters correlates well the PVT data over the entire experimental conditions for each binary system. The experimental specific volumes were also correlated with the Flory-Orwoll-Vrij (FOV) and the Schotte equations of state to within the experimental uncertainty.

  20. Newer mixed ligand Schiff base complexes from aquo-N-(2‧-hydroxy acetophenone) glycinatocopper(II) as synthon: DFT, antimicrobial activity and molecular docking study

    Pramanik, Harun A. R.; Das, Dharitri; Paul, Pradip C.; Mondal, Paritosh; Bhattacharjee, Chira R.

    2014-02-01

    Synthesis of a series of newer mixed ligand copper(II) complexes of aminoacid Schiff base of the type [CuL(X)] (L = N-(2‧-hydroxy acetophenone) glycinate, X = imidazole (im) 2, benzimidazole (benz) 3, pyridine (py) 4, hydrazine (hz) 5,8-hydroxyquinoline (8-hq) 6, pyrrolidine (pyrr) 7, piperidine (pip) 8, and nicotinamide (nic) 9) have been accomplished from the interaction of an aquated Schiff base complex, [CuL(H2O)]·H2O, 1 with some selected neutral nitrogen-donor ligands. The copper(II) Schiff base complex, [CuL(H2O)]·H2O, L = N-(2‧-hydroxy acetophenone) glycinate was synthesized from the reaction of glycine and 2‧ hydroxy acetophenone and copper(II) acetate. The compounds were characterised by elemental analysis, spectral, magnetic and thermal studies. The density functional theory calculations were performed using LANL2DZ and 6-311 G(d, p) basis sets with B3LYP correlation functional to ascertain the stable electronic structure, HOMO-LUMO energy gap, chemical hardness and dipole moment of the mixed ligand complexes. A distorted square planar geometry has been conjectured for the complexes. Antibacterial activities of the ligand and its metal complexes have been tested against selected gram-positive and gram-negative strains and correlated with computational docking scores.

  1. Asymmetric bioreduction of acetophenones by Baker's yeast and its cell-free extract encapsulated in sol-gel silica materials

    Kato, Katsuya; Nakamura, Hitomi; Nakanishi, Kazuma

    2014-02-01

    Baker's yeast (BY) encapsulated in silica materials was synthesized using a yeast cell suspension and its cell-free extract during a sol-gel reaction of tetramethoxysilane with nitric acid as a catalyst. The synthesized samples were fully characterized using various methods, such as scanning electron microscopy, nitrogen adsorption-desorption, Fourier transform infrared spectroscopy, thermogravimetry, and differential thermal analysis. The BY cells were easily encapsulated inside silica-gel networks, and the ratio of the cells in the silica gel was approximately 75 wt%, which indicated that a large volume of BY was trapped with a small amount of silica. The enzyme activity (asymmetric reduction of prochiral ketones) of BY and its cell-free extract encapsulated in silica gel was investigated in detail. The activities and enantioselectivities of free and encapsulated BY were similar to those of acetophenone and its fluorine derivatives, which indicated that the conformation structure of BY enzymes inside silica-gel networks did not change. In addition, the encapsulated BY exhibited considerably better solvent (methanol) stability and recyclability compared to free BY solution. We expect that the development of BY encapsulated in sol-gel silica materials will significantly impact the industrial-scale advancement of high-efficiency and low-cost biocatalysts for the synthesis of valuable chiral alcohols.

  2. Asymmetric bioreduction of acetophenones by Baker's yeast and its cell-free extract encapsulated in sol–gel silica materials

    Baker's yeast (BY) encapsulated in silica materials was synthesized using a yeast cell suspension and its cell-free extract during a sol–gel reaction of tetramethoxysilane with nitric acid as a catalyst. The synthesized samples were fully characterized using various methods, such as scanning electron microscopy, nitrogen adsorption–desorption, Fourier transform infrared spectroscopy, thermogravimetry, and differential thermal analysis. The BY cells were easily encapsulated inside silica-gel networks, and the ratio of the cells in the silica gel was approximately 75 wt%, which indicated that a large volume of BY was trapped with a small amount of silica. The enzyme activity (asymmetric reduction of prochiral ketones) of BY and its cell-free extract encapsulated in silica gel was investigated in detail. The activities and enantioselectivities of free and encapsulated BY were similar to those of acetophenone and its fluorine derivatives, which indicated that the conformation structure of BY enzymes inside silica-gel networks did not change. In addition, the encapsulated BY exhibited considerably better solvent (methanol) stability and recyclability compared to free BY solution. We expect that the development of BY encapsulated in sol–gel silica materials will significantly impact the industrial-scale advancement of high-efficiency and low-cost biocatalysts for the synthesis of valuable chiral alcohols.

  3. Asymmetric Bioreduction of 3,5-Bis(trifluoromethyl) Acetophenone to Its Corresponding Alcohol by Candida troplcalis

    王普; 苏会贞; 孙立明; 何军邀; 白亚萍

    2011-01-01

    (S)-3,5-bistrifluoromethylphenyl ethanol is a key chiral intermediate for the synthesis of NK-1 receptor antagonists. Enantioselective synthesis of (S)-3,5-bistrifluoromethylphenyl ethanol was successfully performed in high enantiomeric excess (e.e.) through asymmetric reduction of 3,5-bis(trifluoromethyl) acetophenone catalyzed by Candida tropicalis 104 cells. The influence of some key reaction parameters such as substrate concentration, co-substrate and its concentration, biomass and reaction time was examined, respectively. The results showed that these factors obviously influence the yield, but the optical purity of the prepared product remains intact. The opti-mum conditions for the preparation of (S)-3,5-bistrifluoromethylphenyl ethanol were found to be as follows: sub-strate concentration 50 mmol?L?1; 50 g·L^-1 of maltose as co-substrate; wet cell concentration 300 g·L^-1; reaction for 30 h. Under above optimal conditions, the maximum yield for (S)-3,5-bistrifluoromethylphenyl ethanol reached 70.3% with 100% of product e.e.

  4. Study of antioxidant, anti-protease and anti-urease potential of schiff bases of acetophenone with different amines

    Seven acetophenone-derived Schiff bases were synthesized with different amines including 2-aminobenzoic acid (HL1), 4-aminobenzoic acid (HL2), 2-naphthylamine (HL3), phenylhydrazine (HL4), 1,2-ethanediamine (HL5), 1,2-diaminobenzene (HL6) and 1,4-diaminobenzene (HL7), and were subjected to various assays including FRAP (ferric reducing antioxidant power), DPPH (1,1-diphenyl-2-picrylhydrazyl), phosphomolybdate, reducing power, and lipid peroxidation inhibition. They were also evaluated for protease and urease inhibitory activities. Based on the results, structure-activity relationship (SAR) was determined. Only two bases, HL1 and HL4, exhibited antioxidant or free radical scavenging activity in DPPH assay. HL4 was most potent (IC50 15 micro g/mL), while HL1 was only slightly active. As HL4 was the only base with hydrogen bonded to nitrogen, most probably it involves hydrogen transfer (HT) mechanism. All the bases exhibited a range of antioxidant activity in assays involving electron transfer (ET). In the reducing power assay, HL5, HL6 and HL7 showed considerable potential while in FRAP assay, HL7 was most active followed by HL3. In phosphomolybdate assay, HL6 had the highest potency followed by HL7, while HL4 and HL3 also displayed good activity. All the bases showed moderate to high lipid peroxidation inhibitory activity. HL7 exhibited highest protease inhibitory activity (EC50 43.9 mu g/mL) followed by HL6 (EC/sub 50/ 52 mu g/mL). HL4 and HL5 did not show protease inhibitory activity at all. HL2 was most potent in inhibiting urease activity (EC50 29.91 mu g/mL). HL5 and HL6 showed moderate activity. The study showed how variation in structures of Schiff bases alters their antioxidant and anti-enzymatic activities. (author)

  5. 肟基苯乙酮合成工艺优化研究%Optimization of Synthesis Technology of Oximido-acetophenone

    朱平华; 陈文宾

    2011-01-01

    以亚硝酸钠、甲醇、浓硫酸和苯乙酮为原料,氢氧化钠为催化剂通过两步反应合成了肟基苯乙酮.通过正交试验确定最佳合成的工艺条件是亚硝酸钠∶甲醇∶浓硫酸∶苯乙酮=0.8∶1.0∶0.5∶1.0(摩尔比),催化剂的用量10 mL (1.2 mol/L),反应温度5 ℃.产品的总收率83.1%,纯度99.0%.试验的分析结果表明,反应温度是反应的主要影响因素.%Oximido-acetophenone was synthesized from sodium nitrite, methanol, concentrated sulphuric acid and acetophenone with sodium hydroxide as the catalyst by two steps reaction. Best reaction conditions are found by orthogonal test. The optimum conditions were as follows the amount ratio of sodium nitrite, methano, sulfuric acid and acetophenone was 0.8:1.0:0.5:1.0; the amount of catalyst sodium hydroxide was 10 mL (1.2mol/L), reaction temperature was 5°C. The total yield ratio of products was 83.1%, and the content was 99.0%. Results show that temperature was the main affecting factor.

  6. Potentiometric studies on the chelation behaviour of ω-benzoyl-2-hydroxy-4-methoxy-3-methyl-acetophenone (BHMMA) with lanthanons

    The chelation behaviour of complexes of La(3), Pr(3), Nd(3), Sm(3), Y(3), Tb(3), Dy(3), Ho(3) with ω-benzoyl-2-hydroxy-4-methoxy-3-methyl-acetophenone has been studied potentiometrically in 75% (v/v) aqueous alcohol medium at various ionic strengths. The method of Bjerrum and Calvin, as modified by Irving and Rossotti, has been used to find values of n-bar and pL. The stability constants and the values of Smin have been calculated. The order of stability constants was found to be: La < Pr < Nd < Sm < Y < Tb < Dy < Ho. (Author)

  7. Metal-Free Oxidative Nitration of α-Carbon of Carbonyls Leads to One-Pot Synthesis of Thiohydroximic Acids from Acetophenones.

    Dighe, Shashikant U; Mukhopadhyay, Sushobhan; Priyanka, Kumari; Batra, Sanjay

    2016-09-01

    A metal-free nitration of the α-C-H to carbonyl in propiophenones was achieved with I2/NaNO2 in the presence of an oxidant in dimethyl sulfoxide (DMSO) as the medium. Conversely under similar conditions, reaction of acetophenones produced thiohydroximic acids via a radical-based cascade event which involves oxidative nitration of the α-carbon to a carbonyl followed by Michael addition of the thiomethyl group from DMSO and subsequent rearrangement. Besides DMSO, the scope of the reaction encompasses other symmetrical and unsymmetrical dialkylsulfoxides. PMID:27541178

  8. Effects of surface residual species in SBA-16 on encapsulated chiral (1S,2S)-DPEN-RuCl2(TPP)2 in asymmetric hydrogenation of acetophenone

    Shi, Xiufeng; Xing, Bin; Fan, Binbin; Xue, Zhaoteng; Li, Ruifeng

    2016-03-01

    The SBA-16 obtained by different routes of elimination of organic templates were used as the hosts for encapsulation of chiral Ru complex (1S,2S)-DPEN-RuCl2(TPP)2 ( 1) (DPEN = 1,2-diphenylethylene-diamine, TPP = triphenyl phosphine). The methods for removing templates had distinct effects on the amount of residual template in SBA-16, which made the SBA-16 with different surface and structure properties. 1 encapsulated in SBA-16 extracted with the mixture of pyridine and ethanol showed higher activity and enantioselectivity for acetophenone asymmetric hydrogenation.

  9. An investigation of the effects of experimental parameters on the closed-loop control of photoionization/dissociation processes in acetophenone

    The photodissociation channels of acetophenone (C6H5)-CO-(CH3), can be controlled by the use of tailored strong-field laser pulses together with a feedback loop incorporating an adaptive algorithm. This optimal control strategy is used to selectively cleave either the OC-CH3 or OC-C6H5 bonds, monitored by detecting either mass 105 or 77, respectively. Varying the pulse chirp and duration prior to optimization is shown to affect the dynamic range of control. We show that it is possible to decrease the search space by limiting the retardance range of the spatial light modulator (SLM), or by decreasing the number of frequency elements manipulated by the SLM, and still achieve a certain degree of control over acetophenone dissociation. Performing consecutive experiments with identical experimental parameters and search criteria reveals that the learning algorithm may find solutions that have the same degree of control (various local solutions), with either similar SLM retardances or markedly different retardances. Comparison of the dynamic range of control between single-parameter optimizations (pulse energy and duration) with the tailored electric field profiles generated by the adaptive algorithm reveals an enhancement in the control of reaction product distributions in the latter scheme

  10. 硝酸胍对邻甲基苯乙酮硝化的实验研究%Experiment Study on the Nitration of o-Methyl-acetophenone via Guandine Nitrate

    张雄; 王莉

    2015-01-01

    2-Methyl-5-nitro-acetophenone and 2-methyl-3-nitro-acetophenone are important intermediates in organic synthesis. It is difficult to synthesize them using the classic nitration system based on concentrated nitric acid and concentrated sulfuric acid. The method was developed selecting guanidine nitrate as a nitrating agent which had double function of nitration and protection, the nitration of o-methyl-acetophenone was studied. 2-Methyl-5-nitro-acetophenone and 2-methyl-3-nitro-acetophenone were prepared. The effect of the reaction time, molar ratio of guanidine nitrate to o-methyl-acetophenone and the concentration of sulfuric acid to the yield and the position of reaction were studied. The optimal reaction conditions were as follows: reaction temperature was 0 ℃, reaction time was 5 h, molar ratio of guanidine nitrate to o-methyl-acetophenone was 1. 5 and the concentration of sulfuric acid was 85% sulfuric acid. 2-Methyl-5-nitro-acetophenone was the preferential nitration product. The product structure was identified by 1 H NMR. The purity of the product was analyzed by HPLC.%2-甲基-5-硝基-苯乙酮和2-甲基-3-硝基-苯乙酮是重要有机合成中间体,采用经典的浓硝酸和浓硫酸硝化体系很难合成到它们。采用具有硝化与保护双重作用的硝酸胍作为硝化试剂,研究了邻甲基苯乙酮的硝化反应。合成了2-甲基-5-硝基-苯乙酮和2-甲基-3-硝基-苯乙酮。考察了反应时间、反应物料比、反应溶液酸度对产物收率和位置选择性的影响。优化后的反应条件为:反应温度为0℃,反应时间5 h, n(硝酸胍)∶n(邻甲基苯乙酮)=1.5∶1。以85%的硫酸有利于硝基化反应,优势形成2-甲基-5-硝基-苯乙酮。用氢核共振谱验证了产物的结构,采用高效液相色谱对产物的纯度进行了分析。

  11. Advances in development of catalysts for liquid-phase oxidation of ethylbenzene to acetophenone%乙苯液相氧化制备苯乙酮催化剂的研究进展

    李贵贤; 李亚珍; 徐彦铎; 穆瑞娜

    2012-01-01

    Acetophenone is an important intermediate in organic synthesis. Currently, acetophenone is produced from direct air oxidation of ethylbenzene process, which cause low conversion rate and more by product. Acetophenone synthesis from the direct catalytic oxidation of ethylbenzene by green catalyst is attractive from the standpoint of its potential economical benefit, social benefit as well as environmental benefit. The research works in this field are still regarded as one of the most difficult challenges for both catalysis and organic synthesis. This mini-review systematically summarizes the progress of direct acetophenone synthesis by catalytic oxidation of ethylbenzene, mechanism of the reaction was discussed firstly, and then with emphasis on the explored catalysts such as transition metal compounds, transition metal contact complex, heteropoly complex,molecular sieve and other compounds. Finally,some suggestions are given for future investigation on direct acetophenone synthesis by oxidation of ethylbenzene in the presence of catalysts.%苯乙酮是重要的有机合成中间体,当前主要通过乙苯直接空气氧化法合成苯乙酮的技术路线存在转化率低,副产物多等不足.利用绿色催化剂由乙苯氧化直接合成苯乙酮则具有重大的潜在经济效益、社会效益和环境效益,已成为催化与有机合成等研究领域中极具挑战性的热点课题之一.较为系统地总结了乙苯液相氧化合成苯乙酮的研究工作,首先对其反应机理进行了简述,然后着重综述了用于该反应的催化体系如过渡金属化合物、过渡金属络合物、杂多化合物、分子筛以及其他化合物等.最后,对乙苯氧化合成苯乙酮反应催化体系的研究提供了一些建议和展望.

  12. Thiosemicarbazone p-Substituted Acetophenone Derivatives Promote the Loss of Mitochondrial Δψ, GSH Depletion, and Death in K562 Cells

    Felipe S. Pessoto

    2015-01-01

    Full Text Available A series of thiosemicarbazone (TSC p-substituted acetophenone derivatives were synthesized and chemically characterized. The p-substituents appended to the phenyl group of the TSC structures were hydrogen, fluor, chlorine, methyl, and nitro, producing compounds named TSC-H, TSC-F, TSC-Cl, TSC-Me, and TSC-NO2, respectively. The TSC compounds were evaluated for their capacity to induce mitochondrial permeability, to deplete mitochondrial thiol content, and to promote cell death in the K562 cell lineage using flow cytometry and fluorescence microscopy. TSC-H, TSC-F, and TSC-Cl exhibited a bell-shaped dose-response curve for the induction of apoptosis in K562 cells due to the change from apoptosis to necrosis as the principal mechanism of cell death at the highest tested doses. TSC-Me and TSC-NO2 exhibited a typical dose-response profile, with a half maximal effective concentration of approximately 10 µM for cell death. Cell death was also evaluated using the 3-(4,5-dimethylthiazol-2-yl-2,5-diphenyltetrazolium bromide (MTT assay, which revealed lower toxicity of these compounds for peripheral blood mononuclear cells than for K562 cells. The possible mechanisms leading to cell death are discussed based on the observed effects of the new TSC compounds on the cellular thiol content and on mitochondrial bioenergetics.

  13. Structure-Kinetics Correlations in Isostructural Crystals of α-(ortho-Tolyl)-acetophenones: Pinning Down Electronic Effects Using Laser-Flash Photolysis in the Solid State.

    Ayitou, Anoklase J-L; Flynn, Kristen; Jockusch, Steffen; Khan, Saeed I; Garcia-Garibay, Miguel A

    2016-03-01

    Aqueous suspensions of nanocrystals in the 200-500 nm size range of isostructural α-(ortho-tolyl)-acetophenone (1a) and α-(ortho-tolyl)-para-methylacetophenone (1b) displayed good absorption characteristics for flash photolysis experiments in a flow system, with transient spectra and decay kinetics with a quality that is similar to that recorded in solution. In contrast to solution measurements, reactions in the solid state were characterized by a rate limiting hydrogen transfer reaction from the triplet excited state and a very short-lived biradical intermediate, which does not accumulate. Notably, the rate for δ-hydrogen atom transfer of 1a (2.7 × 10(7) s(-1)) in the crystalline phase is 18-fold larger than that of 1b (1.5 × 10(6) s(-1)). With nearly identical molecular and crystal structures, this decrease in the rate of δ-hydrogen abstraction can be assigned unambiguously to an electronic effect by the para-methyl group in 1b, which increases the contribution of the (3)π,π* configuration relative to the reactive (3)n,π* configuration in the lowest triplet excited state. These results highlight the potential of relating single crystal X-ray structural data with absolute kinetics from laser flash photolysis. PMID:26848510

  14. Computational study of the vibrational spectroscopic studies, natural bond orbital, frontier molecular orbital and second-order non-linear optical properties of acetophenone thiosemicarbazone molecule

    Li, Xiao-Hong; Mei, Zheng; Zhang, Xian-Zhou

    2014-01-01

    The vibrational frequencies of acetophenone thiosemicarbazone in the ground state have been calculated using density functional method (B3LYP) with 6-31G(d), 6-31G(d,p) and 6-311++G(d,p) basis sets. The analysis of natural bond orbital was also performed. The IR spectra were obtained and interpreted by means of potential energies distributions (PEDs) using MOLVIB program. In addition, the results show that there exist Nsbnd H…N and Nsbnd H…S hydrogen bonds in the title compound, which play a major role in stabilizing the molecule and are confirmed by the natural bond orbital analysis. The predicted NLO properties show that the title compound is a good candidate as second-order NLO material. In addition, the frontier molecular orbitals were analyzed and the crystal structure obtained by molecular mechanics belongs to the Pbca space group, with lattice parameters Z = 8, a = 16.0735 Å, b = 7.1719 Å, c = 7.8725 Å, ρ = 0.808 g/cm3.

  15. Thiosemicarbazone p-Substituted Acetophenone Derivatives Promote the Loss of Mitochondrial Δψ, GSH Depletion, and Death in K562 Cells.

    Pessoto, Felipe S; Yokomizo, Cesar H; Prieto, Tatiana; Fernandes, Cleverton S; Silva, Alan P; Kaiser, Carlos R; Basso, Ernani A; Nantes, Iseli L

    2015-01-01

    A series of thiosemicarbazone (TSC) p-substituted acetophenone derivatives were synthesized and chemically characterized. The p-substituents appended to the phenyl group of the TSC structures were hydrogen, fluor, chlorine, methyl, and nitro, producing compounds named TSC-H, TSC-F, TSC-Cl, TSC-Me, and TSC-NO2, respectively. The TSC compounds were evaluated for their capacity to induce mitochondrial permeability, to deplete mitochondrial thiol content, and to promote cell death in the K562 cell lineage using flow cytometry and fluorescence microscopy. TSC-H, TSC-F, and TSC-Cl exhibited a bell-shaped dose-response curve for the induction of apoptosis in K562 cells due to the change from apoptosis to necrosis as the principal mechanism of cell death at the highest tested doses. TSC-Me and TSC-NO2 exhibited a typical dose-response profile, with a half maximal effective concentration of approximately 10 µM for cell death. Cell death was also evaluated using the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay, which revealed lower toxicity of these compounds for peripheral blood mononuclear cells than for K562 cells. The possible mechanisms leading to cell death are discussed based on the observed effects of the new TSC compounds on the cellular thiol content and on mitochondrial bioenergetics. PMID:26075034

  16. LIQUID-LIQUID EXTRACTION AND SPECTROPHOTOMETRIC DETERMINATION OF IRON USING ACETOPHENONE 2’,5’-DIHYDROXY THIOSEMICARBAZONE (ADHTS AS A NEW ANALYTICAL REAGENT

    Prabhakar S. Navarkar

    2012-09-01

    Full Text Available Acetophenone 2’,5’-dihydroxy thiosemicarbazone (ADHTS is proposed as a new sensitive and selective reagent for the Spectrophotometric determination of trace amount of Iron. The optimum extraction conditions were evaluated by studying various parameters like pH, solvent, reagent concentration, equilibration time and stability of extracted complex. The reagent reacts with Iron to form a yellow colored 1:2 chelate, at the pH 3.6.The complex is extracted in n-Butanol. The absorption spectrum shows maxima at 430 nm. Beer’s law is obeyed in the concentration range 1 to 8 ppm for Iron. The molar absorptivity is 646.06 L mol-1cm–1 and Sandell’s sensitivity is 0.0869μg cm-2 The Limit of Detection for the proposed method was found to be 0.561 ppm. The proposed method is highly sensitive, selective, simple, rapid, accurate, and has been satisfactorilyapplied for the determination of Iron in the synthetic mixtures, and real samples.

  17. Asymmetric bioreduction of acetophenones by Baker's yeast and its cell-free extract encapsulated in sol–gel silica materials

    Kato, Katsuya, E-mail: katsuya-kato@aist.go.jp [National Institute of Advanced Industrial Science and Technology (AIST), 2266-98 Anagahora, Shimoshidami, Moriyama-ku, Nagoya, 463-8560 (Japan); Nakamura, Hitomi [National Institute of Advanced Industrial Science and Technology (AIST), 2266-98 Anagahora, Shimoshidami, Moriyama-ku, Nagoya, 463-8560 (Japan); Nakanishi, Kazuma [Department of Chemistry for Materials, Graduate School of Engineering, Mie University, 1577 Kurimamachiya-cho, Tsu, Mie, 514-8570 (Japan)

    2014-02-28

    Baker's yeast (BY) encapsulated in silica materials was synthesized using a yeast cell suspension and its cell-free extract during a sol–gel reaction of tetramethoxysilane with nitric acid as a catalyst. The synthesized samples were fully characterized using various methods, such as scanning electron microscopy, nitrogen adsorption–desorption, Fourier transform infrared spectroscopy, thermogravimetry, and differential thermal analysis. The BY cells were easily encapsulated inside silica-gel networks, and the ratio of the cells in the silica gel was approximately 75 wt%, which indicated that a large volume of BY was trapped with a small amount of silica. The enzyme activity (asymmetric reduction of prochiral ketones) of BY and its cell-free extract encapsulated in silica gel was investigated in detail. The activities and enantioselectivities of free and encapsulated BY were similar to those of acetophenone and its fluorine derivatives, which indicated that the conformation structure of BY enzymes inside silica-gel networks did not change. In addition, the encapsulated BY exhibited considerably better solvent (methanol) stability and recyclability compared to free BY solution. We expect that the development of BY encapsulated in sol–gel silica materials will significantly impact the industrial-scale advancement of high-efficiency and low-cost biocatalysts for the synthesis of valuable chiral alcohols.

  18. 纳米固体超强酸SO42-/Fe2O3催化合成苯乙酮环乙二缩酮%Synthesis of acetophenone cyclic ethylic ketal catalyzed by nanosolid superacid SO42-/Fe2O3

    李家贵; 朱万仁; 韦庆敏

    2012-01-01

    Acetophenone cyclic ethylic ketal was synthesized by using acetophenone and ethylene glycol as the raw materials and nanosolid superacid SO2-4 /Fe2O3 as the catalyst. The conditions of the catalyst preparation and condensation reaction were optimized. The results showed that the yield of acetophenone cylic ethylic ketal of 94. 2% was attaind under the optimum reaction condition as follows;acetophenone a-mount 170 mmol,acetophenone/ethylene glycol molar ratio 1: 1.7,catalyst dosage 100 mg(4. 4% of the total mass of the reactants) ,reaction temperature (98-112) °C ,and reaction time 1. 5 h.%采用纳米固体超强酸SO42-/Fe2O3为催化剂,以苯乙酮和乙二醇为原料催化合成苯乙酮环乙二缩酮.优化了催化剂制备和反应条件,较适宜反应条件为:苯乙酮170 mmol,n(酮)∶n(醇)=1∶1.7,催化剂用量100 mg(占反应物总质量4.4%),(98~112)℃回流反应1.5h,苯乙酮环乙二缩酮收率达94.2%.

  19. Synthesis and reactivity of {alpha}-phenylseleno-{beta}-substituted styrenes: preparation of (Z)-allyl alcohols, (E)-{alpha}-phenyl-{alpha},{beta}-unsaturated aldehydes and {alpha}-aryl acetophenones

    Lenardao, Eder J.; Jacob, Raquel G.; Silva, Thiago B. da [Universidade Federal de Pelotas, RS (Brazil). Dept. de Quimica Analitica e Inorganica]. E-mail: lenardao@ufpel.edu.br; Cella, Rodrigo [Santa Maria Univ., RS (Brazil). Dept. de Quimica; Perin, Gelson [Universidade Federal de Pelotas, RS (Brazil). Dept. de Quimica Organica

    2006-09-15

    A new and efficient method was developed to prepare {alpha}-phenylseleno-{beta}-substituted styrenes by reaction of diethyl {alpha}-phenylseleno benzylphosphonate with NaH and aldehydes. Selenium-lithium exchange by reaction with n-BuLi yielded the vinyl lithium species, which were captured with several electrophiles, like aldehydes and DMF, affording exclusively (Z)-allyl alcohols, and (E)-{alpha}-phenyl-{alpha}-{beta}-unsaturated aldehydes, respectively in good yields. The hydrolysis of the vinyl selenides in presence of TiCl{sub 4} allowed the corresponding {alpha}-aryl acetophenones. (author)

  20. Determination of Acetophenone and 2-Phenyl-2-propanol Release in EVA Material%EVA材料中苯乙酮和2-苯基-2-丙醇释放量的测定

    陈皖芳; 穆江华; 钱明伟

    2011-01-01

    本方法采用顶空GC-MS测定EVA材料中的苯乙酮和2-苯基-2-丙醇的释放量。方法检测限为5 mg/kg,EVA材料中的平均加标回收率为90.0%~105%。方法简捷、快速、准确,适用于EVA材料中苯乙酮和2-苯基-2-丙醇释放量的测定。%An analytical method based on using headspace extraction EVA material,the capillary vessel column gas phase mass spectrography carried on qualitative and quota to acetophenone and 2-Phenyl-2-propanol release.The method examination limit was 5 mg/kg,the mean recoveries for packaging material samples were 90.0 %~105 %.The method was accurate,simple,rapid and feasible for the inspection of acetophenone and 2-Phenyl-2-propanol release in EVA materials.

  1. Microbial degradation of chlorinated acetophenones.

    Havel, J.; Reineke, W

    1993-01-01

    A defined mixed culture, consisting of an Arthrobacter sp. and a Micrococcus sp. and able to grow with 4-chloroacetophenone as a sole source of carbon and energy, was isolated. 4-Chlorophenyl acetate, 4-chlorophenol, and 4-chlorocatechol were identified as metabolites through comparison of retention times and UV spectra with those of standard substances. The proposed pathway was further confirmed by investigation of enzymes. The roles of the two collaborating strains were studied by growth ex...

  2. 苯亚甲基苯乙酮-4-氯苯甲酰腙的合成、晶体结勾及荧光性质%Synthesis, crystal structure and fluorescence properties of benzylidene acetophenone-4-chlorobenzoyl hydrazone

    王亮; 刘娟; 郑长征; 任立娣

    2011-01-01

    由苯亚甲基苯乙酮和4-氯苯甲酰肼通过缩合反应,合成新的酰腙化合物苯亚甲基苯乙酮-4-氯苯甲酰腙,并培养成单晶( CCDC:848755).通过元素分析、红外光谱和X射线单晶衍射对其进行了结构表征.结果表明,该化合物为单斜晶系,空间群为P2(1)/n,晶胞学数据:a=0.913 4(6) nm,b=2.451 0(17) nm,c =0.948 9(7) nm,β=118.77.,V=1.862(2) nm3,Z=4,μ=0.218 mm-1,Dc=1.287 mg/m3,F(000) =752,R1 =0.072 2[I>2δ(I)],wR2=0.226 7(all data),GOF=0.968.荧光光谱表明,该化合物的荧光性能较好,可以作为一种潜在的光活性材料.%A new compound of benzylidene acetophenone-4-chlorobenzoyl hydrazone was synthesized through the condensation of benzylidene acetophenone and 4-chlorobenzoyl hydrazine, then it was developed into a single crystal (CCDC:848755). The compound was characterized by elemental analysis, IR and the crystal structure was determined by X-ray single crystal diffraction. The crystal belongs to the monoclinic system with space group P2(1)/n, with α = 0. 913 4(6) nm,b =2. 451 0(17) nm, c =0.948 9(7) nm,β = 118.77°,V=1.862(2) nm3 ,Z =4, μ =0. 218 mm-1, Dc =1.287 mg/m3, F(000) =752,R, = 0.072 2[I>2δ(I)],wR2 =0.226 7(all data) ,GOF =0.968. Fluorescence spectra showed that the compound was a strong fluorescent substances can be used as a potential photoactive ma terials.

  3. 磷钨酸原位改性HMS催化苯甲醚乙酰化反应%Catalytic Synthesis of p-Methoxy Acetophenone with Modification Catalyst HMS by Phosphotungstic Acid

    周晓; 张亚洲; 王伟; 刘向东; 陈平

    2013-01-01

    The modification solid catalyst HMS by phosphotungstic acid was prepared by in-situ synthesis from DDA,TEOS,and phosphotungstic acid,and applied in p-Methoxy acetophenone production with the Friedel-Crafts acylation reaction of phenyl methyl ether and Acetic anhydride.The factors including reaction temperature,reaction time,catalyst amount,reactants molar ratio phenyl methyl ether to Acetic anhydride on the Friedel-Crafts acylation reaction were investigated.The experimental effects show that solid acid catalyst HMS has high catalytic activity.The acylation reaction conversion can reach 83.1% and the selectivity of p-Methoxy acetophenone production is 97.3% under the following optimal conditions:reaction temperature of 100 ℃,reaction time of 4 h,amount catalyst of 0.15 g,molar ratio of n(anisole) ∶ n(acetic anhydride) =1 ∶1.5.%以正十二胺(DDA)为模板剂、正硅酸四乙酯(TEOS)为硅源、磷钨酸(HPW)为活性组分,经原位合成法制备了HPW改性的介孔材料HMS(HPW-HMS),并以此催化剂催化苯甲醚与乙酸酐发生傅-克(Friedel-Crafts)酰基化反应合成对甲氧基苯乙酮,对催化剂进行了XRD和IR表征,研究了催化剂制备方法、脱除模板剂的方式以及催化反应条件,考察反应温度、反应时间、催化剂质量、反应物的物质的量等对苯甲醚转化率和主产物对甲氧基苯乙酮选择性的影响.实验结果表明,固体催化剂HPW-HMS在此反应中具有较高的催化活性,当反应温度100℃,反应时间4h,催化剂质量0.15g,原料物质的量比n(苯甲醚)∶n(乙酸酐)=1∶1.5时,苯甲醚转化率达到83.1%,对甲氧基苯乙酮选择性达97.3%.

  4. Synthesis of 1, 2-bis(4-chloro)acetophenone oxime ethyl ether as a carrier and its application for construction of a new ytterbium (III)-PVC membrane sensor

    The new ytterbium (III)-PVC membrane, containing 1,2-bis(4-chloro)acetophenone oxime ethyl ether (AOEE) as an ion carrier, showed a Nernstian response for the Yb3+ ions over a wide dynamic linear range between 1.0 x 10-6 and 1 x 10-2 M. The detect ion limit is 6.3 x10-7 M while the sensor presents a response time of ∼7 s and a useful working pH range of 2.6-7.8. The electrode revealed high selectivity with respect to all the common alkali, alkaline earth, transition and heavy metal ions, including the members of the lanthanide family other than Yb3+. The sensor was successfully applied as an indicator electrode in a potentiometric titration of YbIII ions with EDTA. The membrane sensor was used for the recovery of Yb3+ ions spiked in tap and river water samples. The proposed sensor was also used for the determination of ytterbium ions concentration mixtures of different ions. (author)

  5. Synthesis and Crystal Structure of α-(-(1,2,4-Triazol-1H-yl)-ρ-chloro Acetophenone, [ClC6H4COCH2(C2H2N3)

    建方方; 李艳; 肖海玲; 孙萍萍

    2003-01-01

    The title compound [ClC6H4COCH2(C2H2N3)] has been prepared and characterized by elemental analysis, IR spectrum and X-ray studies. It crystallizes in the monoclinic system, space group P21/c with Mr = 221.64 (C10H8ClN3O), a = 13.420(3), b = 9.720(2), c = 7.900(2)(A°),β= 92.00(3)o, V = 1029.9(4)(A°)3, Z = 4, Dc = 1.429 g/cm3, F(000) = 456,μ = 0.345 mm-1, R = 0.0435 and wR=0.0894. The total reflections were 1949 and the independent ones were 1805 (Rint=0.0340), of which 800 were observed with I > 2σ(I). The crystal structure consists of α-(1,2,4-triazol-1H- yl)-(-chloro-acetophenone. The existence of π conjugated systems in the molecule affects partly the bond lengths. The triazole and phenyl rings form the dihedral angle of 77.34o. The molecules of the title compound connect to each other through extensive hydrogen bonds to form a two-dimensional structure. Elemental analysis and IR spectra are in good agreement with the structure data.

  6. Synthesis of Mannich Base by One-pot Method with Aromatic Aldehyde, Acetophenone and p-Nitroaniline%芳香醛、苯乙酮和对硝基苯胺一锅法合成Mannich碱

    温俏; 李小花; 林春秀; 徐达; 刘春玲

    2015-01-01

    在浓盐酸做催化剂的条件下,芳香醛、苯乙酮和对硝基苯胺能够发生Mannich反应,经过提纯得到相应的Mannich碱。用红外光谱对产物的结构进行表征,并研究浓盐酸的使用量、反应温度、反应时间等条件对产率的影响。实验发现在3滴浓盐酸催化下,控温在15~20℃,反应20 h,产率可达60%左右。%The Mannich base were synthesized by one-pot method with aromatic aldehyde, acetophenone and p-nitroaniline in concentrated hydrochloric acid. The structural properties of the products were characterized by IR spectrum. The influence of the factors of the quantity of catalyst, the reaction time and temperature on the product yield was systematically studied. It was found that under the conditions of 3 drops of concentrated hydrochloric acid as catalysis, in 15~20 ℃ and for 20 h, the production rate can reach 60%.

  7. Application of Ru-DPEN complex in synthesis of chiral α-benzyl ethanol via asymmetric hydrogen transfer reaction of acetophenone%Ru-DPEN配合物在苯乙酮不对称氢转移反应制备手性α-苯乙醇中的应用

    胡明明; 李英霞; 白立光

    2012-01-01

    A novel chiral ruthenium complex RuCl[p-cymene] [ R,R-DPEN] ( R, R-DPEN - 1 ,2-diphe-nylethylenediamine) was synthesized and used as the catalyst for synthesis of chiral a-benzyl ethanol via asymmetric hydrogen transfer reaction of acetophenone. Influence of reaction temperature, reaction time, isopropanol solvent volume, n(acetophenone): n{ RuCl[p-cymene] [ R,R-DPEN] and alkalinity on conversion and ee( enantiomeric excess value) of the asymmetric hydrogen transfer reaction was investigated. The experimental results indicated that the chiral complex exhibited good catalytic activity and favorable enantioselectivity under the following condition:reaction temperature = 40℃, n ( potassium tert-butox-ide):ra(RuCl[p-cymene] [R, R-DPEN]) = 10. 3:1, n ( acetophenone): n( RuCl [p-cymene] [R,R-DPEN] ) = 23. 7: 1 , reaction for 24 h, with conversion of 99. 63% , and ee of 31. 04% .%合成一种新型钌-手性二胺三元配合物RuCl[p-cymene][R,R-DPEN](DPEN=1,2-二苯基乙二胺).利用此配合物作为催化剂催化苯乙酮的不对称氢转移反应,考察反应温度、反应时间、溶剂异丙醇用量、n(苯乙酮)∶n(RuCl[p-cymene][R,R-DPEN])和碱浓度对苯乙酮不对称氢转移反应的转化率和ee值的影响.结果表明,在反应温度40℃、n(叔丁醇钾)∶n(RuCl[p-cymene][R,R-DPEN])=10.3∶1、n(苯乙酮)∶n(RuCl[p-cymene][R,R-DPEN])=23.7∶1和反应时间24h条件下,配合物对苯乙酮不对称氢转移反应具有良好的催化性能和较好的对映选择性,苯乙酮不对称氢转移反应转化率达99.63%,ee值达31.04%.

  8. The Synthesis of 4-(Trans, trans-4-propyl-bicyclohexyl) Acetophenone-an Intermediate of Liquid Crystal Material%液晶材料中间体-4-(反式,反式-4-丙基双环己基)苯乙酮的合成

    王艳华; 白雪峰; 吕宏飞; 李猛; 杨杰

    2014-01-01

    液晶材料目前的制备方法复杂,市场上成熟的原料合成路线基本没有。要制备性能优异的、使用广泛的液晶材料需要多步反应。以市场中常见的4-(反式,反式-4-丙基双环己基)苯为原料,经傅克酰基化反应得到目标产物。主要考察了4-(反式,反式-4-丙基双环己基)苯乙酮的合成条件,如酰基化反应溶剂、酰基化反应温度、酰基化反应时间及水解反应溶剂四个条件的影响,确定了合成反应的最佳条件。并采用红外光谱和核磁共振方法确证了目标产物。%The method for preparing liquid crystal material is not easy at present. There is no mature synthetic method about it in any industries. The multi-step reaction is needed to get liquid crystal material with better property and wide applications. The common 4-(trans, trans-4-propyl-4-bicyclohexyl) benzene was used as substrates to produce the 4-(trans, trans-4-propyl-bicyclohexyl) acetophenone by Friedel-Crafts acetylation. The synthetic conditions for 4-(trans,trans-4-propyl-bicyclohexyl) acetophenone was studied, such as the effects of reaction solvents, reaction temperature and time and solvents in hydrolysis. The best reaction conditions were obtained. And the product was confirmed by FT-IR and H-NMR.

  9. Catalytic synthesis of acetophenone 1.3-propandiol ketal over composite solid super acid SO2-4/Fe2O3/ZnO/ZrO2%复合固体超强酸SO2-4-/Fe2O3/ZnO/ZrO2催化合成苯乙酮1,3-丙二醇缩酮

    晋春; 郭永; 孟双明; 薛万华

    2011-01-01

    SO4~/Fe2O3/ZnO/ZrO2 composite solid acid catalyst was prepared with Fe(NO3)3 ? 9H2O、 A1(NO3)3 ? 9H2O 和P ZrOCl2 ? 8H2O by the processes of precipitation,aging,filtering,washing,drying, impregnation and calcination. The effects of molar ratio of acetophenone to 1,3-propanediol, reaction time, the dosage of the catalyst and the water-carrying agent on product yield were investigated. The re sults showed that solid super acid SO4~/Fe2O3/ZnO/ZrO2 exhibited good catalytic activity for synthesis of acetophenone 1,3-propanediol ketal and the yield of product reached 95. 6% under the optimum condition as follows;molar ratio of acetophenone to 1,3-propanediol 1: 1.3,acetophenone amount 0. 2 mol, the catalyst dosage 0.5% of total mass of reactants ,cyclohexane as the water-carrying agent .reaction time 60 min.%通过沉淀、老化、过滤、洗涤、干燥、浸渍和焙烧等过程,由Fe(NO3)3·9H2O、Al(NO3)3·9H2O和ZrOCl2·8H2O制备SO2-4/Fe2O3/ZnO/ZrO2催化剂,研究酮与醇物质的量比、反应时间、带水剂用量和催化剂用量等因素对产品收率的影响.结果表明,SO2-4/Fe2O3/ZnO/ZrO2是合成苯乙酮1,3-丙二醇缩酮的良好催化剂,在酮与醇物质的量比为1∶1.3、苯乙酮用量0.2mol、催化剂用量为反应物总质量的0.5%、以环己烷为带水剂和反应时间60 min的优化条件下,苯乙酮1,3-丙二醇缩酮收率可达95.6%.

  10. Asymmetric anti-Prelog Reduction of 3,5-bis(trifluoromethyl)-acetophenone by Microbacterium oxydans C3%氧化微杆菌C3催化3,5-双三氟甲基苯乙酮的不对称反Prelog还原

    盖萍; 汤传根; 刘静媛; 刘艳; 张超; 吴中柳

    2013-01-01

    (R)-3,5-双三氟甲基-1-苯乙醇是合成神经激肽1受体拮抗剂阿瑞匹坦的关键手性醇中间体.通过筛选得到一株氧化微杆菌C3(Microbacterium oxydans C3),其能不对称还原底物3,5-双三氟甲基苯乙酮为(R)-3,5-双三氟甲基-1-苯乙醇.在底物浓度为5 g/L时,生物转化反应40 h,能达到>99%的ee值和95%的底物转化率.底物浓度提高到50 g/L时,生物转化的ee值依然保持99%,并能达到56%的底物转化率.利用该氧化微杆菌C3对其他含氟苯乙酮衍生物进行生物转化反应,同样得到了较高的立体选择性和底物转化率.%The isolated microorganism Microbacterium oxydans C3 reduced 3,5-bis(trifluoromethyl)-acetophenone at 5 g/L to (R)-3,5-bis(trifluoromethy1)-1-phenethano1,a pharmaceutically alcohol intermediate for the synthesis of Aprepitant,a potent human NK-1 receptor antagonists,in 40 h.The bioreaction had desirable enantioselectivity (>99% enantiomeric excess [ee])and 95% conversion.When the substrate concentration reached 50 g/L,the bioreaction afforded (R)-3,5-bis(trifluoromethy1)-1-phenethanlo with 56% conversion and 99% ee.The usefulness of M.oxydans C3 was further demonstrated by the bioreduction of several fluorinated acetophenones with good conversion and excellent enantioselectivity.

  11. Studies on coordination and addition compounds and anti microbial activity of some mixed ligand complexes of Au(III), Mo(II), Co(II) and Cd(II) with dibasic acid and heterocyclic amines and addition compounds of As(III) and Sb(III) halides with benzamide and acetophenon

    Three new mixed ligand complexes of Au(III) and Mo(II) with dibasic acid e.g., homophthalic acid, oxalic acid and heterocylic amines e.g., quinonine, iso-quinonine, bipyridine, Phenylanaline and the two new addition compounds of As(III) and Sb(III) halides with N-donor ligands viz. benzamide and acetophenone and one complex [Cd(DPH)(IQ)2], where IQ = Iso-quinoline and DPH = Deprotonated phthalic acid have been prepared according to the procedure in the literature. Their conventional physical and chemical analyses have been done. Their antibacterial studies against nine gram positive and five gram negative pathogenic bacteria and antifungal activities against eight plant and three human fungi have been evaluated. Kanamycin and Nystatin have been used as a standard for carrying out experiments of antibacterial and antifungal activities, respectively. The minimum inhibitory concentration (MIC) values of these compounds, as antibiotic against two gram positive and two gram negative pathogenic bacteria, have also been carried out and in this case, Amoxacilin antibiotic has been used as a standard antibiotic. (author)

  12. Solvent extraction of silver(I) with 2,4-dihydroxy-acetophenone thiosemicarbazone

    The solvent extraction of silver(I) is carried out in acetic acid-sodium acetate buffer solution at pH 5.0 by 2,4-dihydroxyacetophenone thiosemicarbazone (DATS). Ethyl acetate was used as a solvent. It is found that single extraction is sufficient to remove silver(I) completely from the aqueous phase. Silver(I) forms 1:1 complex (metal:reagent) with DATS. The effect of diverse ions on the extraction of silver(I) was investigated. (author)

  13. Solvent extraction of silver(I) with 2,4-dihydroxy-acetophenone thiosemicarbazone

    Reddy, A.V.; Reddy, Y.K. (Sri Venkateswara Univ., Tirupati (India). Dept. of Chemistry); Reddy, G.S. (Sri Venkateswara Univ. Post-Graduate Centre, Cuddapah (India). Dept. of Chemistry)

    1985-03-01

    The solvent extraction of silver(I) is carried out in acetic acid-sodium acetate buffer solution at pH 5.0 by 2,4-dihydroxyacetophenone thiosemicarbazone (DATS). Ethyl acetate was used as a solvent. It is found that single extraction is sufficient to remove silver(I) completely from the aqueous phase. Silver(I) forms 1:1 complex (metal:reagent) with DATS. The effect of diverse ions on the extraction of silver(I) was investigated.

  14. A geranyl acetophenone targeting cysteinyl leukotriene synthesis prevents allergic airway inflammation in ovalbumin-sensitized mice

    Asthma is associated with increased pulmonary inflammation and airway hyperresponsiveness. The current use of corticosteroids in the management of asthma has recently raised issues regarding safety and lack of responsiveness in 5–10% of asthmatic individuals. The aim of the present study was to investigate the therapeutic effect of a non-steroidal small molecule that has cysteinyl leukotriene (cysLT) inhibitory activity, upon attenuation of allergic lung inflammation in an acute murine model. Mice were sensitized with ovalbumin (OVA) and treated with several intraperitoneal doses (100, 20, 2 and 0.2 mg/kg) of 2,4,6,-trihydroxy-3-geranylacetophenone (tHGA). Bronchoalveolar lavage was performed, blood and lung samples were obtained and respiratory function was measured. OVA sensitization increased pulmonary inflammation and pulmonary allergic inflammation was significantly reduced at doses of 100, 20 and 2 mg/kg with no effect at the lowest dose of 0.2 mg/kg. The beneficial effects in the lung were associated with reduced eosinophilic infiltration and reduced secretion of Th2 cytokines and cysLTs. Peripheral blood reduction of total IgE was also a prominent feature. Treatment with tHGA significantly attenuated altered airway hyperresponsiveness as measured by the enhanced pause (Penh) response to incremental doses of methacholine. These data demonstrate that tHGA, a synthetic non-steroidal small molecule, can prevent acute allergic inflammation. This proof of concept opens further avenues of research and development of tHGA as an additional option to the current armamentarium of anti-asthma therapeutics. -- Highlights: ► Safer and effective anti-asthmatic drugs are in great demand. ► tHGA is a new 5-LO/cysLT inhibitor that inhibits allergic asthma in mice. ► tHGA is a natural compound that can be synthesized. ► Doses as low as 2 mg/kg alleviate lung pathology in experimental asthma. ► tHGA is a potential drug lead for the treatment of allergic asthma.

  15. Solid-Liquid Equilibrium in the Acetic Acid-Acetophenone and Acetic Acid-Formamide Systems.

    Malijevská, I.; Sedláková, Zuzana

    2006-01-01

    Roč. 125, 1 (2006) , s. 72-75. ISSN 0167-7322 Institutional research plan: CEZ:AV0Z40720504 Keywords : solid-liquid equilibrium * experimental data * solid compound Subject RIV: CF - Physical ; Theoretical Chemistry Impact factor: 1.106, year: 2006

  16. 肟基苯乙酮的合成%Synthesis of Oximido-acetophenone

    朱平华

    2006-01-01

    通过2步反应合成了一种新型农药中间体,所得产物经红外分析和元素分析确认为肟基苯乙酮.经过多次试验,总收率达80.5%.此产物的合成为农药的发展提供了新的思路.

  17. A geranyl acetophenone targeting cysteinyl leukotriene synthesis prevents allergic airway inflammation in ovalbumin-sensitized mice

    Ismail, Norazren; Jambari, Nuzul Nurahya [Department of Biomedical Science, Faculty of Medicine and Health Sciences, Universiti Putra Malaysia, 43400 Serdang, Selangor (Malaysia); Zareen, Seema; Akhtar, Mohamad Nadeem; Shaari, Khozirah [Laboratory of Natural Products, Institute of Bioscience, Universiti Putra Malaysia, 43400 Serdang, Selangor (Malaysia); Zamri-Saad, Mohamad [Department of Veterinary Pathology, Faculty of Veterinary Medicine, Universiti Putra Malaysia, 43400 Serdang, Selangor (Malaysia); Tham, Chau Ling; Sulaiman, Mohd Roslan [Department of Biomedical Science, Faculty of Medicine and Health Sciences, Universiti Putra Malaysia, 43400 Serdang, Selangor (Malaysia); Lajis, Nordin Hj [Laboratory of Natural Products, Institute of Bioscience, Universiti Putra Malaysia, 43400 Serdang, Selangor (Malaysia); Israf, Daud Ahmad, E-mail: daud.israf@gmail.com [Department of Biomedical Science, Faculty of Medicine and Health Sciences, Universiti Putra Malaysia, 43400 Serdang, Selangor (Malaysia)

    2012-03-01

    Asthma is associated with increased pulmonary inflammation and airway hyperresponsiveness. The current use of corticosteroids in the management of asthma has recently raised issues regarding safety and lack of responsiveness in 5–10% of asthmatic individuals. The aim of the present study was to investigate the therapeutic effect of a non-steroidal small molecule that has cysteinyl leukotriene (cysLT) inhibitory activity, upon attenuation of allergic lung inflammation in an acute murine model. Mice were sensitized with ovalbumin (OVA) and treated with several intraperitoneal doses (100, 20, 2 and 0.2 mg/kg) of 2,4,6,-trihydroxy-3-geranylacetophenone (tHGA). Bronchoalveolar lavage was performed, blood and lung samples were obtained and respiratory function was measured. OVA sensitization increased pulmonary inflammation and pulmonary allergic inflammation was significantly reduced at doses of 100, 20 and 2 mg/kg with no effect at the lowest dose of 0.2 mg/kg. The beneficial effects in the lung were associated with reduced eosinophilic infiltration and reduced secretion of Th2 cytokines and cysLTs. Peripheral blood reduction of total IgE was also a prominent feature. Treatment with tHGA significantly attenuated altered airway hyperresponsiveness as measured by the enhanced pause (Penh) response to incremental doses of methacholine. These data demonstrate that tHGA, a synthetic non-steroidal small molecule, can prevent acute allergic inflammation. This proof of concept opens further avenues of research and development of tHGA as an additional option to the current armamentarium of anti-asthma therapeutics. -- Highlights: ► Safer and effective anti-asthmatic drugs are in great demand. ► tHGA is a new 5-LO/cysLT inhibitor that inhibits allergic asthma in mice. ► tHGA is a natural compound that can be synthesized. ► Doses as low as 2 mg/kg alleviate lung pathology in experimental asthma. ► tHGA is a potential drug lead for the treatment of allergic asthma.

  18. 肟基苯乙酮的合成%Synthesis of oximido-acetophenone

    朱平华

    2006-01-01

    通过两步反应,合成了一种新型农药中间体,所得产物经红外分析和元素分析,为肟基苯乙酮.经过多次试验,总收率达80.5%.此产物的合成为农药的发展提供了新的思路.

  19. The Reaction of Cyanoacetylhydrazine with ω-Bromo(4-methyl)acetophenone: Synthesis of Heterocyclic Derivatives with Antitumor Activity

    MOHAREB, RAFAT M.; Abeer A. Mohamed

    2010-01-01

    New approaches for the synthesis of hydrazide-hydrazone derivatives were demonstrated as well as some heterocyclizations of such derivatives to afford 1,3,4-triazine, pyridine and 1,3,4-oxadiazine derivatives. The antitumor evaluation of the newly synthesized products against three cancer cell lines, namely breast adenocarcinoma (MCF-7), non-small cell lung cancer (NCI-H460) and CNS cancer (SF-268) were recorded. Most of the synthesized compounds showed high inhibitory effects.

  20. Synthesis of Acetophenone by Green Oxidation%绿色氧化合成苯乙酮的研究

    宋华; 王园园; 刘思雨; 张金召

    2009-01-01

    研究了以氧气为氧化剂、液相氧化乙苯合成苯乙酮反应的各种影响因素,在优化的反应条件(冰乙酸20mL、乙苯5mL、醋酸钴用量为乙苯的4.2%(物质的量)、Br/Co=2.5(物质的量)、氧气流速为100mL/min、常压、温度80℃和反应时间4h)下,乙苯转化率达到99.94%,苯乙酮收率达到98.49%.

  1. Evaluation of some Mannich bases derived from substituted acetophenones against P-388 lymphocytic leukemia and on respiration in isolated rat liver mitochondria.

    Dimmock, J R; Shyam, K; Hamon, N W; Logan, B M; Raghavan, S K; Harwood, D J; Smith, P J

    1983-08-01

    Series of 3-dimethylamino-1-aryl-1-propanone hydrobromides (IV) and 3-dimethylamino-2-dimethylaminomethyl-1-aryl-1-propanone dihydrobromides (V) were synthesized. Evaluation of these derivatives against P-388 lymphocytic leukemia growth revealed that two compounds show promise as antineoplastic agents. Compounds of the V series were unstable in phosphate buffer (in contrast to series IV), and when the same nuclear substituent was present in both series of compounds, V was approximately 100 times more active than IV in both the stimulation and inhibition of respiration of mitochondria isolated from rat liver cells. Representatives from both series showed that respiration in mitochondria was affected by changing the pH of the aqueous buffer from 7.4 to 6.9 or 6.4 and by reducing the temperature from 37 degrees to 20 degrees. The compounds showed reactivity toward a biomimetic thiol. PMID:6620142

  2. β-环糊精选择性催化合成邻羟基苯乙酮%Synthesis of 2 - Hydroxy - acetophenone by β - Cyclodextrin Selective Catalysis

    史春越; 舒燕; 高启辉

    2007-01-01

    利用β-环糊精对底物的包络作用,经由Fries重排反应选择性合成了邻羟基苯乙酮.实验结果表明,加入β-环糊精能够提高重排反应的选择性,使邻羟基苯乙酮收率达到44.6%.

  3. Synthesis of 2-chloro-4- (4-chlorophenoxy)-acetophenone%2-氯-4-(4-氯苯氧基)-苯乙酮的制备

    高桂祥; 徐志远; 王志军

    2006-01-01

    叙述了新型农用杀菌剂恶醚唑中间体-2-氯-4-(4-氯苯氧基)-苯乙酮的合成工艺,该工艺以对氯苯酚和2,4-二氯苯乙酮为原料,在铜粉催化剂催化下进行缩合得到,反应收率为71.4%.研究证明该工艺收率高、操作简单、成本低,适合大规模工业化生产.

  4. ω,ω-二溴-对苯基苯乙酮的合成研究%Study on Synthesis of ω,ω-Dibromo-p-phenyl Acetophenone

    赵宙兴; 李政

    2009-01-01

    以对苯基苯乙酮和溴素为原料、冰醋酸为反应介质,合成了ω,ω-二溴-对苯基苯乙酮.考察了原料配比、反应温度、反应时间等因素对反应收率的影响.优化合成条件:n(溴素):n(对苯基苯乙酮)=2.2:1,反应温度45~50℃,反应时间2.5 h.产品总收率89.7%,熔点114~116℃.产物结构经红外光谱、核磁波谱表征.

  5. The Synthesis of Benzylidene Acetophenone in Near-critical Water%近临界水中苄叉乙酰苯的合成研究

    朱志强; 曾健青; 刘莉玫

    2002-01-01

    以近临界水作为反应介质,在无外加催化剂的条件下,苯甲醛与苯乙酮可顺利反应生成苄叉乙酰苯.在最佳条件下,苄叉乙酰苯的收率可达31.4%.该方法避免了常规合成方法中有机溶剂的使用以及NaOH催化剂的加入,产物后处理简单,是一种绿色合成新过程.

  6. 香料苯乙酮环乙二缩酮的催化合成研究%Synthesis of acetophenone cylic ethylic ketal catalyzed by sulfamic acid

    张福捐; 赵旭娴; 董燕飞

    2006-01-01

    以氨基磺酸为催化剂,通过苯乙酮和乙二醇反应合成苯乙酮环乙二缩酮.探讨了氨基磺酸的催化活性,研究了催化剂用量、酮醇物质的量比和反应时间等对产物收率的影响.实验结果表明,氨基磺酸是合成苯乙酮环乙二缩酮的良好催化剂,最佳反应条件:n(酮):n(醇)=1:1.3,催化剂用量0.6 g·(0.2 mol-苯乙酮)-1,反应时间160 min,产物收率可达75.6%.

  7. Synthesis of Acetophenone 1,2 -Propanediol Ketal%苯乙酮1,2-丙二醇缩酮的合成研究

    刘春玲; 石静

    2009-01-01

    以强酸性阳离子交换树脂为催化剂,通过苯乙酮和1,2-丙二醇反应合成苯乙酮1,2-丙二醇缩酮,系统的研究了酮醇物质的量之比、催化剂用量和反应时间等因素对产品收率的影响.结果表明:在酮醇物质的量比为1:2,催化剂用量为反应物总质量的0.6%,环己烷为带水剂,反应时间3h的优化条件下,产率达79.8% .

  8. Synthesis of Intermediate 2,4-dihydroxy Acetophenone%中间体2,4-二羟基苯乙酮合成工艺研究

    曹晓燕; 刘小风; 王建国

    2011-01-01

    介绍了合成2,4-二羟基苯乙酮的工艺路线:在催化剂的作用下,由原料间苯二酚和冰醋酸经付-克反应合成2,4-二羟基苯乙酮.最佳反应条件为:冰醋酸用量12g、催化剂用量16 g、反应时间1.5 h、反应温度135℃.产品经紫外、红外、熔点和Rf值鉴定为2,4-二羟基苯乙酮.

  9. Simple Synthesis of Substituted Phenoxy Acetophenone%一锅法简便合成取代苯氧基苯乙酮

    柳利; 陈祖兴; 杨桂春

    2001-01-01

    探讨了聚合物支载的铬(Ⅵ)氧化剂、过溴离子及取代苯氧基离子于单锅中以1-苯乙醇为底物,合成苯氧基苯乙酮的方法,并与分步合成法相比较.实验表明,此合成方法具有操作简便、反应条件温和、无须分离中间体、且产率较高等优点,并探索了温度、溶剂、树脂的用量等对一锅法产率的影响.

  10. α-溴-4-苄氧基苯乙酮的合成%Synthesis of α-bromo-4-benzyloxy acetophenone

    陈光勇; 陈旭冰; 刘才平; 刘光明; 邓杰

    2007-01-01

    目的:报道一种合成α-溴-4-苄氧苯基乙酮的新方法.方法:以甲醇为溶剂,以对羟基苯乙酮和溴为原料制备了α-溴-4-苄氧苯基苯乙酮.结果:α-溴-4-苄氧苯基苯乙酮的结构通过1HNMR确认.结论:总收率为76.3%.

  11. 手性吡咯烷甲醇的合成及其对苯乙酮的催化还原反应%Chiral Synthesis of Pyrrolidinemethanol and Catalytical Reduction of Acetophenone

    林险峰; 孙丽娟; 张首才

    2009-01-01

    以L-脯氨酸为原料,经过苄基保护、格氏反应和脱苄基反应合成了光学纯的α,α-二苯基-2-吡咯烷甲醇,并用其与硼烷反应制备成手性的駍唑硼烷,对苯乙酮进行了不对称催化还原反应.

  12. IMPROVED SYNTHESIS OF 4-METHOXY-α [(3-METHOXYPHENYL)THIO]ACETOPHENONE%4-甲氧基-α-[(3-甲氧基苯基)硫代]苯乙酮合成工艺的改进

    翁玲玲; 黄颖; 赵静国

    2000-01-01

    目的:用相转移方法合成4-甲氧基-α-[(3-甲氧基苯基)硫代]苯乙酮.方法:采用甲苯做溶剂,40%NaOH为碱液,TBAB为催化剂进行相转移反应.结果:此法操作简便并得到高收率的标题化合物.结论:改进的合成路线适合于工业化生产.

  13. α-溴-(2-羟基-4-甲磺酰胺基-5-苯氧基)苯乙酮的合成%Synthesis of α-Bromo-(2-hydroxy-4-methylsulfonamido- 5-phenoxy) acetophenone

    黄庆云; 贾承胜; 吴俊; 胡士高

    2003-01-01

    以3-甲磺酰胺基-4-苯氧基苯甲醚为原料,在AlCl3作用下,经付-克乙酰化同时脱甲基化反应得到(2-羟基-4-甲磺酰胺基-5-苯氧基)苯乙酮,再经溴化得到标题化合物,总收率70%.

  14. Synthesis of 2-Chloro-4-(4-chlorophenoxy)-acetophenone by One-pot%一锅法合成2-氯-4-(4-氯苯氧基)-苯乙酮

    刘宏宇; 蒋玉仁

    2008-01-01

    以一锅法研究了对氯苯酚与2,4-二氯苯乙酮间的Ullmann反应,对传统的两步法进行了改进.较系统地考察了反应物配比、催化剂、反应溶剂、碱及反应时间对反应的影响.研究结果表明,采用CuCl为催化剂,对氯苯酚与2,4-二氯苯乙酮的配比为1:1.2(摩尔比),异丙苯为溶剂,K2CO3为碱,160℃下反应18 h为最佳条件,产率为78%.

  15. 4-(2',4'-二氟苯基)苯乙酮的合成及表征%Synthesis and characterization of 4-(2', 4'-difluorophenyl) acetophenone

    郭孟萍; 袁琳; 郭辉瑞; 张翘楚; 邓记华

    2008-01-01

    采用无配体Pd(Ⅱ)催化2,4-二氟苯硼酸与对溴苯乙酮的Suzuki偶联反应,35℃下,反应20 min一步合成了标题化合物,偶联产率达98.7%,产物经IR、1HNMR及晶体结构表征.

  16. Improved Synthesis of 4-methoxy-α[(3-methoxyphenyl) thio]Acetophenone%4-甲氧基-α-[(3-甲氧基苯基)硫代]苯乙酮的制备及工艺改进

    侯琳娜

    2010-01-01

    以苯甲醚和3-甲氧基苯硫酚为主要原料,通过三步反应,合成4-甲氧基-α-[(3-甲氧基苯基)硫代]苯乙酮.讨论了各步反应工艺条件,在最适合工艺条件下,产品总收率从39.4%提高到78.6%.

  17. Synthesis of 2-Hydroxy-3-cyanomethyl-5-methyl-acetophenone%2-羟基-3-氰甲基-5-甲基苯乙酮的合成

    李敬芬; 李彬; 孙志忠

    2002-01-01

    探索黄酮醋酸类化合物中间体的合成方法.通过酰基化、Fries重排、氯甲基化和氰化合成2-羟基-3-氰甲基-5-甲基苯乙酮,获得了满意的收率(88.5%).采用新方法合成了鲜见文献报道的新化合物2-羟基-3-氰甲基-5-甲基苯乙酮.该方法具有反应时间短、操作简便、收率好等优点.

  18. 盐酸环丙沙星中间体氟氯苯乙酮的合成研究%Studies on Synthesis of 2,4 - dichloro - 5 - fluoro - acetophenone as Intermediate of Ciprofioxacin Hydrochloride

    张新华; 朱志良

    2004-01-01

    介绍了盐酸环丙沙星的中间体2,4-二氯-5-氟苯乙酮合成的研究进展,从合成方法、反应机理和合成工艺三个方面对合成2,4-二氯-5-氟苯乙酮的研究进行了综述,指出了下一步研究的主要方向是催化剂的改进及减量化.

  19. The Growth of Tribolium castaneum (Herbst) and Lasioderma serricorne (Fabricius) on Feed Media Dosed with Flavour Volatiles Found in Dry Cocoa Beans

    Jonfia-Essien, W. A.; Alderson, P. G.; G. Tucker; R. Linforth; West, G.

    2007-01-01

    Acetophenone, ethyl butyrate and 2-phenyl ethanol were used as additives to media on which Tribolium castaneum (Herbst) and Lasioderma serricorne (Fabricius) were cultured for 65 days. Acetophenone and ethyl butyrate had a positive impact on the weight and multiplication of the insects. The weight and rate of multiplication was higher in feed media containing acetophenone alone. The amount of the flavour volatiles added was high enough to deter the Lasioderma from feeding well, which affected...

  20. Trifluoromethanesulfonic acid promoted Dakin-West reaction: An efficient and convenient synthesis of -acetamido ketones

    Ravindra M Kumbhare; Madabhushi Sridhar

    2012-03-01

    Trifluoromethanesulfonic acid promoted efficient condensation of an aromatic aldehyde with an acetophenone and acetonitrile in the presence of acetylchloride as an activator producing -acetamido carbonyl compounds is described.

  1. Synthesis and Antibacterial Activity of 3-( 5-Methylisoxazol-3-yl) - 1,2,4-triazolo [3,4- b ]-1,3,4-thiadiazine Derivatives

    惠新平; 许鹏飞; 王勤; 张琪; 张自义

    2001-01-01

    The condensed products 2—10 of 4-amino-5-mercapto-3-(5methylisoxazol-3-yl)-1,2,4-triazole (1) with chloroacetaldehyde, 2-bromocyclohexanone, chloranil, ω-bromo-ω-(1H-1,2,4-triazol-1-yl)acetophenone, 2-bromo-4'-substituted acetophenones and 2-bromo-6'-methoxy-2'-acetonaphthone were described. The antibacterial activities were also evaluated.

  2. Green synthesis of chalcones derivatives as intermediate of flavones and their antibacterial activities

    VH, Elfi Susanti; Matsjeh, Sabirin; Wahyuningsih, Tutik Dwi; Mustofa, Redjeki, Tri

    2016-02-01

    Four chalcones derivatives have been synthesized from 3,4-dimethoxybenzaldehyde and acetophenone derivatives (2-hydroxy acetophenone, 2,4-dihydroxy acetophenone, 2,5-dihydroxy acetophenone and 2,6-dihydroxy acetophenone). The synthesis of these chalcones were conducted by Claisen-Schmidt condensation using grinding techniques at room temperature in the absence of solvents. The chalcones were prepared by grinding together equivalent amount of the approriate hydroxyacetophenone and 3,4-dimethoxybenzaldehyde in the presence of solid sodium hydroxide. Grinding techniques for synthesis of the chalcones derivatives is simple, efficient and environmentally benign compared to conventional methods. Then, the four chalcones derivatives undergo cyclization reactions to produce four flavones after reacted with iodine. The synthesized compounds were characterized by spectrometry (IR, 1H-NMR, 13C-NMR and MS).

  3. Green synthesis of chalcones derivatives as intermediate of flavones and their antibacterial activities

    Four chalcones derivatives have been synthesized from 3,4-dimethoxybenzaldehyde and acetophenone derivatives (2-hydroxy acetophenone, 2,4-dihydroxy acetophenone, 2,5-dihydroxy acetophenone and 2,6-dihydroxy acetophenone). The synthesis of these chalcones were conducted by Claisen-Schmidt condensation using grinding techniques at room temperature in the absence of solvents. The chalcones were prepared by grinding together equivalent amount of the approriate hydroxyacetophenone and 3,4-dimethoxybenzaldehyde in the presence of solid sodium hydroxide. Grinding techniques for synthesis of the chalcones derivatives is simple, efficient and environmentally benign compared to conventional methods. Then, the four chalcones derivatives undergo cyclization reactions to produce four flavones after reacted with iodine. The synthesized compounds were characterized by spectrometry (IR, 1H-NMR, 13C-NMR and MS)

  4. Green synthesis of chalcones derivatives as intermediate of flavones and their antibacterial activities

    VH, Elfi Susanti, E-mail: elsantivh@yahoo.com; Redjeki, Tri, E-mail: tri-redjeki@yahoo.com [Universitas Sebelas Maret, Ir Sutami 36A Surakarta Indonesia, 57126 (Indonesia); Matsjeh, Sabirin, E-mail: sabirin-mara@yahoo.com; Wahyuningsih, Tutik Dwi, E-mail: mustofajogya@yahoo.co.id [Department of Chemistry FMJPA Universitas Gadjah Mada, Jl Sekip Utara, Yogyakarta Indonesia 55281 (Indonesia); Mustofa, E-mail: tutikdw@hotmail.com [Faculty of Medicine, Universitas Gadjah Mada, Yogyakarta Jl. Sekip Utara Yogyakarta Indonesia, 55281 (Indonesia)

    2016-02-08

    Four chalcones derivatives have been synthesized from 3,4-dimethoxybenzaldehyde and acetophenone derivatives (2-hydroxy acetophenone, 2,4-dihydroxy acetophenone, 2,5-dihydroxy acetophenone and 2,6-dihydroxy acetophenone). The synthesis of these chalcones were conducted by Claisen-Schmidt condensation using grinding techniques at room temperature in the absence of solvents. The chalcones were prepared by grinding together equivalent amount of the approriate hydroxyacetophenone and 3,4-dimethoxybenzaldehyde in the presence of solid sodium hydroxide. Grinding techniques for synthesis of the chalcones derivatives is simple, efficient and environmentally benign compared to conventional methods. Then, the four chalcones derivatives undergo cyclization reactions to produce four flavones after reacted with iodine. The synthesized compounds were characterized by spectrometry (IR, {sup 1}H-NMR, {sup 13}C-NMR and MS)

  5. 环丙唑醇中间体1-(4-氯苯基)-2-环丙基-1-乙酮的合成%Synthesis of 2-Cyclopropyl-1-(4'-chloro)acetophenone-An Intermediate for Cyproconazole

    童云; 武梅

    2010-01-01

    以对氯苯甲醛、烯丙基氯为原料,经过格氏反应、二氧化锰氧化反应和Simmons-smith反应生成中间体1-(4-氯苯基)-2-环丙基-1-乙酮(1),总收率为56.4%.产品和所有中间体经1H NMR确证.此路线采用的原料价廉易得,无特殊反应及操作要求,有较好的工业化应用前景.

  6. 三氯化稀土催化下二乙氧基缩苯乙酮与乙酰氯的反应--合成1,3,5-三芳基苯的新方法%The Reaction of Acetophenone Diethyl Ketals and Acetyl Chloride Promoted by Lanthanide Trichlorides -- A Novel Method for the Synthesis of 1,3,5 - Triarylbenzenes

    成克军; 吴世晖

    1999-01-01

    报道催化量的三氯化钐存在下,乙酰氯与二乙氧基缩苯乙酮反应,高产率地得到1,3,5-三苯基苯.采用不同的溶剂及不同的稀土氯化物该反应均能顺利进行.此方法是一种合成1,3,5-三芳基苯类化合物的方便和有效的方法.文中对反应机理进行了讨论.

  7. 两种聚合物试剂应用于单锅合成反应中的研究-取代苯氧基苯乙酮的合成%The Study on Using Two Different Reactive Polymeric Reagents In One-Pot Organic Synthetic Reaction-Synthesis of Substituted Phenoxy Acetophenone

    陈祖兴; 柳利

    2000-01-01

    探讨了聚合物支载的过溴离子及取代苯氧基离子于单锅中,以苯乙酮为底物,合成取代苯氧基苯乙酮的方法,并与分步合成法相比较.实验表明,此合成方法具有操作简便,反应条件温和,无须分离中间体,且产率较高等优点,并探索了温度、溶剂、反应时间及树脂的用量等对一锅法产率的影响.

  8. 固体超强酸催化合成苯乙酮环乙二缩酮%Synthesis of acetophenone cylic ethylic ketal by the solid superacid S2O2-8/Fe2O3-CoO catalyst

    张应军

    2006-01-01

    用0.5 mol/L (NH4)2S2O8浸渍, 500 ℃下焙烧2.5 h,制备固体超强酸催化剂S2O82-/Fe2O3-CoO,并用于苯乙酮环乙二缩酮合成反应.正交试验确定的合成苯乙酮环乙二缩酮的最佳条件为: 乙二醇0.18 mol,苯乙酮0.1 mol,催化剂用量为0.6 g,带水剂环己烷用量为15 mL,反应时间为3 h.在此条件下,苯乙酮环乙二缩酮的收率可达83.3%%以上.

  9. 2′,4′-二氟-2-(1H-1,2,4-三唑-1-基)苯乙酮的合成%Synthesis of 2′, 4′-difluoro-2-(1H-1, 2,4-triazol-1-yl) Acetophenone

    常瑜; 翟红; 王秀兰

    2006-01-01

    在相转移催化剂存在的条件下,以1,2,4-三氮唑和2-氯-2′,4′-二氟苯乙酮为原料合成2′,4′-二氟-2-(1H-1,2,4-三唑-1-基)苯乙酮,分别讨论了原料配比、反应时间、缚酸剂、溶剂对合成反应的影响,确定了最佳合成工艺条件,产物收率可达82.6%.

  10. The direct electrochemical synthesis of Cu(Ⅰ),Zn(Ⅱ),Fe(Ⅱ) complexes of 1,5-bis(acetophenone) thiocarbohydrazone%双苯乙酮亚胺硫脲Cu(Ⅰ),Zn(Ⅱ),Fe(Ⅱ)配合物的直接电化学合成

    刘建宁; 董彦杰; 于新桥; 史启祯

    2000-01-01

    用电化学金属阳极氧化法在非水溶剂中合成了苯乙酮双缩硫代对称二氨基脲(HL)与Cu(Ⅰ),Zn(Ⅱ),Fe(Ⅱ)的配合物,通过元素分析、红外光谱、紫外光谱、磁化率、摩尔电导等对配合物进行了表征.

  11. Synthesis, Characterization and catalyticactivity of 2,4-Dihydroxy-Acetophenone-2-Hydroxyethylame Schiff Base and its Metalcomplexes%2,4-二羟基苯乙酮缩乙醇胺Schiff碱及其配合物的合成与催化性能

    杨海英; 魏群; 秦大斌

    2003-01-01

    通过2,4-二羟基苯乙酮和乙醇胺反应生成Schiff碱,并与Cu(Ⅱ),Zn(Ⅱ),Ni(Ⅱ)和Co(Ⅱ)形成配合物,经红外光谱法、紫外光谱法等手段对所合成的Schiff碱及其配合物结构进行了表征,并对其配合物催化活性进行了研究.

  12. A Convenient and Efficient Procedure for Oxime Ethers

    2002-01-01

    Acetophenone oxime and benzaldehyde oxime were converted to oxime ethers in the presence of alkyl halide or methyl sulfate and KOH in aqueous DMSO in 5 to 70 min. The yields of oxime ethers were 70 - 96%.

  13. A Rapid and Efficient Synthesis of 2, 4, 6-Triarylpyridines under Microwave Irradiation

    Xian Qiang HUANG; Hong Xia LI; Jin Xian WANG; Xue Feng JIA

    2005-01-01

    An rapid and efficient synthesis of 2, 4, 6-triarylpyridines is reported using substituted benzaldehydes, substituted acetophenones and ammonia as starting materials under microwave irradiation in the presence of PEG-400.

  14. Synthesis of 1-Benzoyl-3-aryl-4-hydroxy-4-phenylimidazolidin-2-thiones

    曾润生; 邹建平; 穆学军; 沈琪

    2003-01-01

    l-Benzoyl-3-aryl-4-hydroxy-4-phenylimidazolidin-2-thiones can be synthesized readily from the cyclization of 1-benzoyl-3-arylthioureas with bromine-acetophenone in the presence of excess triethylamiqe.

  15. Two expedient ‘one-pot’ methods for synthesis of -aryl--mercaptoketones over anhydrous potassium carbonate or amberlyst-15 catalyst

    Chayan Guha; Rina Mondal; Rammohan Pal; Asok K Mallik

    2013-11-01

    Two expedient one-pot methods have been developed for synthesis of -aryl--mercaptoketones using acetophenones, benzaldehydes and thiols as starting materials. The methods involve microwave irradiation (5min) of 1:1 mixtures of acetophenones and benzaldehydes over neutral alumina supported anhydrous potassium carbonate or amberlyst-15 in the first step, and that is followed by addition of thiol to the resulting material and keeping at room temperature for 1.5 h.

  16. Synthesis and characterization of tin(II) complexes of fluorinated Schiff bases derived from amino acids

    Singh, Har Lal

    2010-07-01

    New tin(II) complexes of general formula Sn(L) 2 (L = monoanion of 3-methyl-4-fluoro-acetophenone phenylalanine L 1H, 3-methyl-4-fluoro-acetophenone alanine L 2H, 3-methyl-4-fluoro acetophenone tryptophan L 3H, 3-methyl-4-fluoro-acetophenone valine L 4H, 3-methyl-4-fluoro-acetophenone isoleucine L 5H and 3-methyl-4-fluoro-acetophenone glycine L 6H) have been prepared. It is characterized by elemental analyses, molar conductance measurements and molecular weight determinations. Bonding of these complexes is discussed in terms of their UV-visible, infrared, and nuclear magnetic resonance ( 1H, 13C, 19F and 119Sn NMR) spectral studies. The ligands act as bidentate towards metal ions, via the azomethine nitrogen and deprotonated oxygen of the respective amino acid. Elemental analyses and NMR spectral data of the ligands with their tin(II) complexes agree with their proposed square pyramidal structures. A few representative ligands and their tin complexes have been screened for their antibacterial activities and found to be quite active in this respect.

  17. Synthesis, characterization and biological evaluation of paeonol thiosemicarbazone analogues as mushroom tyrosinase inhibitors.

    Zhu, Tian-Hua; Cao, Shu-Wen; Yu, Yan-Ying

    2013-11-01

    A series of hydroxy- and methoxy-substituted paeonol thiosemicarbazone analogues were synthesized as potential tyrosinase inhibitors and their inhibitory effects on mushroom tyrosinase and inhibitory mechanism were evaluated. Paeonol thiosemicarbazone analogues have been found exhibiting more remarkable inhibition than their indexcompounds on mushroom tyrosinase. Among them, compound 2,4-dihydroxy acetophenone-4-phenyl-3-thiosemicarbazone (d1) had the most potent inhibition activity with the IC50 value of 0.006 ± 0.001 mM, displayed as a reversible competitive inhibitor. The inhibitory ability of o- or p-substituted acetophenone thiosemicarbazones was: di-substituted acetophenone thiosemicarbazones>mono-substituted acetophenone thiosemicarbazones>non-substituted acetophenone thiosemicarbazones. Copper ions chelation assay explained that compound d1 exhibited competitive inhibition by forming a chelate with the copper ions at the catalytic domain of tyrosinase as well as indicate a 1.5:1 binding ratio of compound d1 with copper ions. In the fluorescence spectrum study, compound d1 behaved stronger fluorescence quenching on tyrosinase towards d1-Cu(2+) complex, inhibiting tyrosinase mainly by means of chelating the two copper ions in the active site. The newly synthesized compounds may serve as structural templates for designing and developing novel tyrosinase inhibitors. PMID:24120880

  18. Conversion of 3-Carbethoxy-4-methyl Coumarin Derivatives into Several New Annelated Coumarin Derivatives

    BAKEER; HadeerMohammed

    2003-01-01

    The reaction of ethyl esters of 4-methyl-2-oxo-2H-l-benzo(naphtho) pyran.3-carboxylic acids (1) with aromatic aldehy-des in the presence of piperidine yielded 4-styryl-3-carboxami-dopiperidyl connmrin derivatives 4. The reaction of hydrazlne hydrate with 1 gave acetophenone hydrozone derivatives 5 and acetophenone azine derivatives 6. The reaction of 1 with prima-ry amines afforded compomlds 7—9. And the treatment of la with Grignard reagents afforded 3-aroyl-4-methyl coumarin derivatives 10.

  19. Chelation of Schiff bases with rare earth metal ions - thermodynamic study

    Chelating tendencies of 5-chloro-orthohydroxy acetophenone-p-chloro phenyl anil and 5-chloro-orthohydroxy acetophenone-p-bromo phenyl anil towards the f-block metal ions have been investigated potentiometrically at various temperatures in 60:40 ethanol-water medium and 0.1M (NaClO4) ionic strength. Formation of 1:1 and 1:2 chelates was detected. Thermodynamic parameters for metal-ligand stability constants have been obtained by the temperature coefficie nt method. (author). 7 refs

  20. Synthesis, characterization and antibacterial activity of some 5-aryl-1, 3-Diphenyl 1-4, 5-dihydro-1H-Pyrazoles

    The condensation of acetophenone (I) with arylaldehyde (II) was investigated and the resulting chalcones 2-Arylidene 1-Acetophenone (III) were reacted with phenyl hydrazine and acetic acid to produce substituted 5-aryl-1, 3-diphenyl-4, 5-dihydro-1H-Pyrazoles (IV). The structures of all products were studied by H-NMR, IR, thermal and elemental analysis. Thermo-gravimetric (TG) and differential thermal analysis (DTA) was applied to investigate the thermal behavior and structure of the synthesized compounds. 2-Pyrazolines (IV) exhibited moderate activity against Streptococcus faecalis ATCC 19433, Klebsiella pneumoniae ATCC 13883, Proteus vulgaris ATCC 25922, Shigella sonnei ATCC 25931 and Peseudom oaeruginosa ATCC 27853. (author)

  1. Synthesis and Spectroscopic Characterization of Some New Biological Active Azo–Pyrazoline Derivatives

    E. Hawaiz, Farouq; K. Samad, Mohammad

    2012-01-01

    A number of 3-[4-(benzyloxy)-3-(2-Chlorophenylazo)-phenyl]-5-(substituted-phenyl)-1-substituted-2-pyrazolines( 4a-j) and (5a-j) have been synthesized by diazotization of 2-chloroaniline and its coupling reaction with 4-hydroxy acetophenone, followed by benzyloxation of the hydroxyl group to give the substrate [4-benzyloxy-3-(2-chlorophenylazo)-acetophenone (1)].The prepared starting material (1) has been reacted with different substituted benzaldehydes to give a new series of chalcone derivat...

  2. Synthesis of Spiro Heterocyclic Compounds

    Ibrahim, Mohamed N.; Mohamed F. El-Messmary; Elarfi, Mohamed G. A.

    2010-01-01

    Reaction of isatin with acetophenone derivatives gave 3-hydroxy-3-phenacyl oxindole derivatives (II), dehydration of (II) gave 3-phenacylidene-2-indolinone derivatives (III). Condensation of (III) with hydrazine hydrate, phenylhydrazine and phenylthiourea afforded new spiropyrazolines (IV & V) and spiropyrimidinethione (VI) respectively. The structures of the final products were established by physical and spectral means.

  3. 78 FR 17656 - Certain New Chemicals; Receipt and Status Information

    2013-03-22

    ...) Substituted carboxylic acid, compound with hetermonocyclic polymer with substituted carboxylic acid.... P-13-0223 1/16/2013 4/15/2013 CBI (G) Photoinitiator (G) Acetophenone for coatings and derivative... ether derivative. P-11-0060 1/29/2013 1/16/2013 (G) Methylenebis, polymer with alkanedioic...

  4. Supported -pyrrolidine-2-carboxylic acid-4-hydrogen sulphate on silica gel as an economical and efficient catalyst for the one-pot preparation of -acetamido ketones via a four-component condensation reaction

    Arash Ghorbani-Choghamarani; Parisa Zamani

    2014-01-01

    An efficient, one-pot, four-component condensation of aldehydes, acetophenone (or propiophenone), acetyl chloride and acetonitrile in the presence of catalytic amounts of -pyrrolidine-2-carboxylic acid-4-hydrogen sulphate (supported on silica gel), a green and non-toxic catalyst, is described for the preparation of -acetamido ketones in good to excellent yields.

  5. Green and solvent-free procedure for microwave-assisted synthesis of 2,4,6-triarylpyridines catalysed using MgAl2O4 nanocrystals

    Javad Safari; Soheila Gandomi-Ravandi; Mahmoud Borjian Borujeni

    2013-09-01

    Design and development of a heterogeneous nanocatalyst for condensation reaction of acetophenone derivatives, aromatic aldehydes, and ammonium acetate to yield 2,4,6-triarylpyridines followed by microwave irradiation is described. Nanocrystalline MgAl2O4 as a novel heterogeneous recyclable catalyst shows high activity for the above reaction. In addition, the easily recoverable nanosized catalysts showed good reusability.

  6. Iridoid and phenylethanoid glycosides in the New Zealand sun hebes (Veronica; Plantaginaceae)

    Taskova, Rilka M.; Kokubun, Tetsuo; Garnock-Jones, Phil J.;

    2012-01-01

    The sun hebes are a small clade of New Zealand Veronica formerly classified as Heliohebe. The water-soluble compounds of Veronica pentasepala, Veronica raoulii and Veronica hulkeana were studied and 30 compounds including 15 iridoid glucosides, 12 phenylethanoid glycosides, the acetophenone...

  7. Efficient Synthesis of 2,6—Diphenyl—4—arylpyrylium Tetrafluoroborate

    ShrongShiLIN; ChengYongLI; 等

    2002-01-01

    Four pyrylium salts,(2,6-diphenyl-4-arylpyrylium tetrafluoroborate,aryl=C6H5,4-MeO C6H4,4-Me2NC6H4,4-NO2C6H4) were synthesized efficiently and economically from acetophenone and substituted chalcones in the presence of borontrifluoride.

  8. Highly active gauze-supported skeletal nickel catalysts

    Fow, Kam Loon; Ganapathi, Murugan; Stassen, Ivo; Fransaer, Jan; Binnemans, Koen; De Vos, Dirk E.

    2013-01-01

    Gauze-supported skeletal nickel catalysts were prepared by electrodeposition of Ni–Zn alloys from an acetamide–DMSO2–NiCl2–ZnCl2 quaternary melt, followed by chemical or electrochemical leaching of zinc from the alloys. The activity and selectivity of the structured RANEY® nickel surpass those of commercial RANEY® nickel in the hydrogenation of acetophenone.

  9. Synthesis of 4'α-C Phenyl-Branched Carbocyclic Nucleoside Using Ring-Closing Metathesis

    Hong, Joon Hee; Ko, Ok Hyun [Chosun University, Gwangju(Korea, Republic of)

    2003-09-15

    An efficient synthetic route for preparing novel 4'α-C phenyl branched carbocyclic nucleoside is described. The installation of phenyl group at the 4'-position of carbocyclic nucleoside was successfully accomplished via a sequential [3,3]-sigmatropic rearrangement and ring-closing metathesis (RCM) beginning from simple ketone such as 2-hydroxy acetophenone.

  10. An Improved Method of Synthesis for N-(3-acetyphenyl) Acetamide

    LI Yuanxun; TANG Xianzhong; HE Wei

    2003-01-01

    3-acetaminoacephenone is synthesized from acetophenone by nitrating, reducing and acetylating through an improved method. The designed route is reasonable and the new procedure is simple. The overall yield is 43.1%, which is about 15% higher than literature reported, and the structure of the product is identified by IR, 1HNMR, MS and elemental analysis.

  11. First example of multicomponent synthesis of 1-ethoxy-3-(4-aryl)- 1-phenyl- 1H-benzo[f]-chromene derivatives

    Saman Damavandi; Reza Sandaroos; Majid Vafaeei; Hamid Reza Molaei

    2012-01-01

    A new series of 1-ethoxy-3-(4-aryl)-1-phenyl-1H-benzo[f]chromenes have been synthesized efficiently.The procedure involves the multicomponent reaction of 2-naphthol,acetophenone derivatives,and triethyl orthobenzoate catalyzing by efficient bis(2-anilinotropone) Ti complex.

  12. A robust methodology for kinetic model parameter estimation for biocatalytic reactions

    Al-Haque, Naweed; Andrade Santacoloma, Paloma de Gracia; Lima Afonso Neto, Watson;

    2012-01-01

    correlation of the parameters. The final model with the fitted parameters is able to describe both initial rate and dynamic experiments. Application of the methodology is illustrated with a case study using the x-transaminase catalyzed synthesis of 1-phenylethylamine from acetophenone and 2-propylamine....

  13. Asymmetric Imine Isomerisation in the Enantioselective Synthesis of Chiral Amines from Prochiral Ketones

    Willems, Johannes G.H.; Vries, Johannes G. de; Nolte, Roeland J.M.; Zwanenburg, Binne

    1995-01-01

    An asymmetric catalytic synthesis of chiral amines using a chiral base catalysed [1,3]-proton shift reaction of imines is described. The isomerisation reaction of N-benzylimines derived from prochiral ketones (benzylacetone, acetophenone) and p-substituted benzylamines, is catalysed by chiral alcoho

  14. 1-{4-[(1-Isobutyl-1H-imidazo[4,5-c]quinolin-4ylamino]phenyl}ethanone

    Dinesha

    2012-11-01

    Full Text Available The title compound (3 is synthesized by the nucleophilic substitution of 4-chloro-1-isobutyl-1H-imidazo[4,5-c]quinoline 2 with 4-amino acetophenone in n-butanol. Newly prepared imiquimod derivative (3 is characterized by IR, NMR and mass spectral data.

  15. A mild and highly efficient one-pot three-component reaction for carbon-sulfur bond formation catalyzed by potassium tert-butoxide

    Barahman Movassagh; Amir Rakhshani

    2011-01-01

    Potassium tert-butoxide has been found to be a highly efficient catalyst for one-pot, three-component reaction of aryl aldehydes, acetophenones, and thiols via Claisen-Schmidt/Michael addition reactions for the synthesis of thia-Michael adducts in high yields. The reactions are best carried out in tert-butyl alcohol at room temperature.

  16. Less common patterns of reduction of some oximes

    Celik, H.; Ludvík, Jiří; Zuman, P.

    2007-01-01

    Roč. 52, č. 5 (2007), s. 1990-2000. ISSN 0013-4686 R&D Projects: GA MŠk 1P05ME785 Institutional research plan: CEZ:AV0Z40400503 Keywords : polarography * benzaldehyde oximes * acetophenone oximes * isomeric monoximes Subject RIV: CG - Electrochemistry Impact factor: 2.848, year: 2007

  17. Rh(iii)-catalyzed chemoselective C-H functionalizations of tertiary aniline N-oxides with alkynes.

    Huang, Xiaolei; Liang, Wenbo; Shi, Yang; You, Jingsong

    2016-05-01

    In this work, we report novel Rh(iii)-catalyzed chemoselective functionalizations of tertiary aniline N-oxides with alkynes, including annulation via the sequential C(sp(2))-H and C(sp(3))-N activation for the formation of N-alkylindoles and an O-atom transfer (OAT) process for the synthesis of acetophenones. PMID:27121366

  18. 40 CFR 437.44 - Effluent limitations attainable by the application of the best available technology economically...

    2010-07-01

    ... provided in 40 CFR 125.30 through 125.32 or 437.40(b), any existing facility subject to this subpart which...-Cresol p-Cresol n-Decane Fluoranthene n-Octadecane Phenol Pyridine 2,4,6-trichlorophenol Metal parameters... parameters Acetone Acetophenone 2-Butanone o-Cresol p-Cresol Phenol Pyridine 2,4,6-trichlorophenol...

  19. Chemical markers in Veronica sect. Hebe

    Johansen, Maria; Larsen, Tania Surrow; Mattebjerg, Maria Ahlm;

    2007-01-01

    the two hybrids had esters of 6-O-rhamnopyranosylcatalpol, while the other contained neither type of compounds but instead had arbutin and two acetophenone glucosides. All species contained verbascoside and/or derivatives of this. Among the compounds isolated, two iridoid esters brachysiphonoside and...

  20. Solvent-Free Synthesis of Chalcones

    Palleros, Daniel R.

    2004-01-01

    The synthesis of twenty different chalcones in the absence of solvent is presented. The results indicated that out of the twenty different chalcones investigated seventeen can be obtained in a matter of minutes by mixing the corresponding benzaldehyde and acetophenone in the presence of solid NaOH in a mortar with pestle.

  1. SYNTHESIS AND GREEN BROMINATION OF SOME CHALCONES AND THEIR ANTIMICROBIAL SCREENING

    Mayur R. Adokar

    2013-01-01

    Chalcones are the versatile molecules having the structural flexibility which permits structural transformations into flavonoids, flavanones, pyrazoles, oxazoles, pyrimidines etc. Changes in their structure have offered the development of new medicinal agents having improved pharmacological potency. Their derivatives have attracts increasing attention due to numerous pharmacological potential. In the present communication we report the synthesis of chalcones from various acetophenone derivat...

  2. Synthesis and antimicrobial activity of some new indazolone derivatives from 1-(3,5-Dibromo-2-hydroxy-4 methyl phenyl) ethanone

    Pawar MP; Vyas K; Shah NM; Nimavat KS

    2012-01-01

    Indazolone nucleus is present in various therapeutically important drug candidates. Chalcones are possessing versatile pharmacological activities like anti-inflammatory, antifungal, antibacterial, antioxidant, cytotoxic, anticancer, antimalarial. While the bromoacetophenone nucleus bears very good antimicrobial activity. With consideration of all these facts we synthesized new derivatives of bromo acetophenone nucleus, which reacts with aromatic aldehydes to obtained chalcone. This was furthe...

  3. Characterization of degradation products from alkaline wet oxidation of wheat straw

    Klinke, H.B.; Ahring, B.K.; Schmidt, A.S.;

    2002-01-01

    constituted the majority of degradation products (8.5 g). The main phenol monomers were 4-hydroxybenzaldehyde, vanillin, syringaldehyde, acetosyringone (4-hydroxy-3,5-dimethoxy-acetophenone), vanillic acid and syringic acid, occurring in 0.04-0.12 g per 100 g straw concentrations. High lignin removal from the...

  4. Effect of Electronic Factor in Ru-phosphine-diamine Complexes on Selective Hydrogenation of C=C and C-O Bonds

    ZHANG,Yu; Yu,Xiaojun; YU,Changbin; XIA,Yuqing; LI,Ruixiang; CHEN,Hua; LI,Xianjun

    2009-01-01

    A series of ruthenium complexes bearing different phosphines and diamines were synthesized and their compo-nents and structures were characterized by NMR spectra and elemental analyses. The catalytic properties of these complexes for the hydrogenation of benzylideneacetone and the mixture of acetophenone and styrene were investi-gated. The results showed that the basicity increase of phosphine or diamine dramatically facilitates the hydrogena-tion activity and selectivity to C=O double bond. On the contrary, the basicity decrease of phosphine or diamine not only slows down the catalytic activity, but also significantly suppresses the hydrogenation selectivity to C=O double bond. Based on the effect of electron factors of these complexes on the hydrogenation activity and selectiv-ity of benzylideneacetone and the mixture of styrene and acetophenone, the activation mechanism of dihydrogen in ruthenium-phosphine-diamine system was proposed.

  5. Synthesis, spectral characterization and eukaryotic DNA degradation of thiosemicarbazones and their platinum(IV) complexes

    Al-Hazmi, G. A.; El-Metwally, N. M.; El-Gammal, O. A.; El-Asmy, A. A.

    2008-01-01

    The condensation products of acetophenone (or its derivatives), salicylaldehyde and o-hydroxy- p-methoxybenzophenone with thiosemicarbazide and ethyl- or phenyl-thiosemicarbazide are the investigated thiosemicarbazones. Their reactions with H 2PtCl 6 produced Pt(IV) complexes characterized by elemental, thermal, mass, IR and electronic spectral studies. The coordination modes were found mononegative bidentate in the acetophenone derivatives and binegative tridentate in the salicylaldehyde derivatives. The complexes were analyzed thermogravimetrically and found highly stable. Some ligands and their complexes were screened against Sarcina sp. and E. coli using the cup-diffusion technique. [Pt( oHAT)(OH)Cl] shows higher activity against E. coli than the other compounds. The degradation power of the tested compounds on the calf thymus DNA supports their selectivity against bacteria and not against the human or related eukaryotic organisms.

  6. How Far Does a Receptor Influence Vibrational Properties of an Odorant?

    Anna Reese

    Full Text Available The biophysical mechanism of the sense of smell, or olfaction, is still highly debated. The mainstream explanation argues for a shape-based recognition of odorant molecules by olfactory receptors, while recent investigations suggest the primary olfactory event to be triggered by a vibrationally-assisted electron transfer reaction. We consider this controversy by studying the influence of a receptor on the vibrational properties of an odorant in atomistic details as the coupling between electronic degrees of freedom of the receptor and the vibrations of the odorant is the key parameter of the vibrationally-assisted electron transfer. Through molecular dynamics simulations we elucidate the binding specificity of a receptor towards acetophenone odorant. The vibrational properties of acetophenone inside the receptor are then studied by the polarizable embedding density functional theory approach, allowing to quantify protein-odorant interactions. Finally, we judge whether the effects of the protein provide any indications towards the existing theories of olfaction.

  7. GC×GC measurements of C7-C11 aromatic and n-alkane hydrocarbons on Crete, in air from Eastern Europe during the MINOS campaign

    X. Xu

    2003-01-01

    Full Text Available During the Mediterranean Intensive Oxidant Study (MINOS campaign in August 2001 gas-phase organic compounds were measured using comprehensive two-dimensional gas chromatography (GCxGC at the Finokalia ground station, Crete. In this paper, C7-C11 aromatic and n-alkane measurements are presented and interpreted. The mean mixing ratios of the hydrocarbons varied from 1±1 pptv (i-propylbenzene to 43±36 pptv (toluene. The observed mixing ratios showed strong day-to-day variations and generally higher levels during the first half of the campaign. Mean diel profiles showed maxima at local midnight and late morning, and minima in the early morning and evening. Results from analysis using a simplified box model suggest that both the chemical sink (i.e. reaction with OH and the variability of source strengths were the causes of the observed variations in hydrocarbon mixing ratios. The logarithms of hydrocarbon concentrations were negatively correlated with the OH concentrations integral over a day prior to the hydrocarbon measurements. Slopes of the regression lines derived from these correlations for different compounds are compared with literature rate constants for their reactions with OH. The slopes for most compounds agree reasonably well with the literature rate constants. A sequential reaction model has been applied to the interpretation of the relationship between ethylbenzene and two of its potential products, i.e. acetophenone and benzeneacetaldehyde. The model can explain the good correlation observed between [acetophenone]/[ethylbenzene] and [benzeneacetaldehyde]/[ethylbenzene]. The model results and field measurements suggest that the reactivity of benzeneacetaldehyde may lie between those of acetophenone and ethylbenzene and that the ratio between yields of acetophenone and benzeneacetaldehyde may be up to 28:1. Photochemical ages of trace gases sampled at Finokalia during the campaign are estimated using the sequential reaction model and

  8. Efficient microwave irradiation enhanced stereoselective synthesis and antitumor activity of indolylchalcones and their pyrazoline analogs

    Magdy A H Zahran; Hanan F Salama; Yasmin G Abdin; Amira M Gamal-Eldeen

    2010-07-01

    2-Aryl-1-indole-3-carbaldehyde derivatives underwent Claisen-Schmidt condensation with acetophenone derivatives under microwave irradiation condition compared with the conventional heating to afford excellent yields of trans substituted indolylchalcones which subjected to condensation reaction with phenylhydrazine to afford their indolylpyrazoline analogs. The antitumor activity of the synthesized compounds was examined and evaluated against human hepatocellular carcinoma cell line (Hep-G2) as well as the half maximal inhibitory concentration (IC50). Most of them showed high potent antitumor activity.

  9. Phenolic Derivatives of Artemisia Spicigera C. Koch Growing in Iran

    Heshmati Afshar, Fariba; Delazar, Abbas; Nazemiyeh, Hossein; Khodaie, Laleh; Bamdad Moghaddam, Seddigheh

    2015-01-01

    This study aimed to determine phenolic compounds of Artemisia spicigera (family Asteraceae) growing in East-Azarbaijan province of Iran. 20%, 40 % and 60% SPE fractions of methanolic extract of A. spicigera, were subjected to reversed phase preparative HPLC, with the mobile phase consisted of methanol and water. Structural identification of phytochemicals by spectroscopic methods including UV and NMR spectroscopy, yielded 4, 6-di methoxy acetophenone-2-O-β-D-glucopyranoside from 20%, 5-methox...

  10. Solvent‐free synthesis, spectral correlations and antimicrobial activities of some 3,4‐ dimethoxy chalcones

    V. Mala; K. Sathiyamoorthi; SP Sakthinathan; D. Kamalakkannan; Suresh, R.; Vanangamudi, G.; G. Thirunarayanan

    2012-01-01

    Background: The aim of this study was to synthesise some substituted styryl 3,4-dimethoxy phenyl ketones using solvent-free SiO2-H2SO4 catalyzed aldol condensation between 3,4- dimethoxy acetophenone and substituted benzaldehydes under microwave irradiation. Then to characterize them by their analytical, physical and spectroscopic data, and also to study their the spectral correlation and antimicrobial activities.

  11. Lanthanide nitrates as Lewis acids in the one-pot synthesis of 1,2,4-oxadiazole derivatives

    Vale, Juliana A.; Faustino, Wagner M., E-mail: julianadqf@yahoo.com.br [Departamento de Quimica, Universidade Federal da Paraiba, Joao Pessoa, PB (Brazil); Zampieri, Davila de S.; Moran, Paulo J.S.; Rodrigues, Jose A.R. [Instituto de Quimica, Universidade Estadual de Campinas, SP (Brazil); Sa, Gilberto F. de [Departamento de Quimica Fundamental, CCEN, Universidade Federal de Pernambuco, Recife, PE (Brazil)

    2012-08-15

    In this work we report the use of lanthanide nitrates [Ln(NO{sub 3}){sub 3}] acting as catalyst in direct one pot synthesis of 3-benzoyl- and 3-acetyl-1,2,4-oxadiazoles derivatives from ketones, nitriles and nitric acid. This is the first example of one-pot synthesis of benzoyl- and acetyl 1,2,4-oxadiazoles derivatives preparation using acetophenones derivates with electron-donator groups. (author)

  12. Calculations of the Electric Fields in Liquid Solutions

    Fried, Stephen D; Wang, Lee-Ping; Boxer, Steven G.; Ren, Pengyu; Pande, Vijay S.

    2013-01-01

    The electric field created by a condensed phase environment is a powerful and convenient descriptor for intermolecular interactions. Not only does it provide a unifying language to compare many different types of interactions, but it also possesses clear connections to experimental observables, such as vibrational Stark effects. We calculate here the electric fields experienced by a vibrational chromophore (the carbonyl group of acetophenone) in an array of solvents of diverse polarities usin...

  13. Characterization of Physico-Chemical and Spectroscopic Properties of Biofield Energy Treated 4-Bromoacetophenone

    Trivedi, Mahendra Kumar

    2015-01-01

    4-Bromoacetophenone is an acetophenone derivative known for its usefulness in organic coupling reactions and various biological applications. The aim of the study was to evaluate the impact of biofield energy treatment on 4-bromoacetophenone using various analytical methods. The material is divided into two groups for this study i.e. control and treated. The control group remained as untreated and the treated group was subjected to Mr. Trivedi’s biofield energy treatment. Then, both the...

  14. New ruthenium catalysts for asymmetric hydrogenation

    Diaz Valenzuela, Maria Belen

    2007-01-01

    A review on catalytic asymmetric hydrogenation of C=O double bonds is presented in the first chapter. Noyori’s pioneering research on ruthenium complexes containing both phosphine and diamine ligands using [i superscript]PrOH and [t superscript]BuOK is described, this system gave impressive highly chemeo-selectivity for C=O bonds and extremely high enantioselectivity for a range of acetophenone derivatives. Numerous groups have been inspired by Noyori’s catalyst of the ty...

  15. In-silico Design, Synthesis, Anti-inflammatory and Anticancer Evaluation of Pyrazoline Analogues of Vanillin

    M. J. Neethu; Shakkeela Yusuf

    2014-01-01

    A series of novel pyrazoline derivatives of vanillin were synthesized. The hydroxyl group in vanillin was masked by converting into methyl vanillin. The methyl vanillin was allowed to condense with different acetophenone derivatives gave chalcone derivatives and finally cyclized with thiosemicarbazide to form the pyrazoline derivatives of vanillin. Docking studies were carried out against anti-inflammatory cyclooxygenase receptor and anticancer farnesyl transferase receptor. Majority of the s...

  16. Autotoxicity and Allelopathy of 3,4-Dihydroxyacetophenone Isolated from Picea schrenkiana Needles

    Zhao-Hui Li; Xiao Ruan; G. Geoff Wang; De-An Jiang; Cun-De Pan; Qiang Wang

    2011-01-01

    Bioassay-guided fractionation of the diethyl ether fraction of a water extract of Picea schrenkiana needles led to the isolation of the phenolic compound 3,4-dihydroxy- acetophenone (DHAP). The allelopathic effects of DHAP were evaluated under laboratory conditions on P. schrenkiana, rice (Oryza sativa L.), wheat (Triticum aestivum L.), radish (Raphanus sativus L.), lettuce (Latuca sativa L.), cucumber (Cucumis sativus L.) and mung bean (Phaseolus radiatus L.). DHAP significantly inhibited se...

  17. An efficient synthesis of pyrazole chalcones under solvent free conditions at room temperature

    Parvin Kumar; Sunil Kumar; Khalid Husain; Ashwani Kumar

    2011-01-01

    An easy,safe,solvent free and effective method for the synthesis of pyrazole-substituted chalcones has been achieved by grinding pyrazole aldehydes and acetophenones in the presence of activated barium hydroxide(C-200) in high yield within short span of time.All reactions were carried out just by grinding the two reactants in the presence of activated barium hydroxide(C-200).Results are also compared with sodium hydroxide and potassium hydroxide.

  18. Thermophysical Properties of Binary Mixtures of Dimethylsulfoxide with 1-Phenylethanone and 1,4-Dimethylbenzene at Various Temperatures

    Harmandeep Singh Gill; V. K. Rattan

    2014-01-01

    This research article reports the experimental results of the density, viscosity, refractive index, and speed of sound analysis of binary mixtures of dimethylsulfoxide (DMSO) + 1-phenylethanone (acetophenone) and + 1,4-dimethylbenzene (para-xylene) over the whole composition range at 313.15, 318.15, 323.15, and 328.15 K and at atmospheric pressure. The excess molar volumes (VE), viscosity deviations (Δη), excess Gibbs energy of activation (GE), deviations in isentropic compressibility (KSE), ...

  19. A Novel Copper Chelate Modulates Tumor Associated Macrophages to Promote Anti-Tumor Response of T Cells

    Chatterjee, Shilpak; Mookerjee, Ananda; Mookerjee Basu, Jayati; Chakraborty, Paramita; Ganguly, Avishek; Adhikary, Arghya; Mukhopadhyay, Debanjan; Ganguli, Sudipta; Banerjee, Rajdeep; Ashraf, Mohammad; Biswas, Jaydip; Das, Pradeep K; Sa, Gourisankar; Chatterjee, Mitali; Das, Tanya

    2009-01-01

    Background At the early stages of carcinogenesis, the induction of tumor specific T cell mediated immunity seems to block the tumor growth and give protective anti-tumor immune response. However, tumor associated macrophages (TAMs) might play an immunosuppressive role and subvert this anti tumor immunity leading to tumor progression and metastasis. Methodology/Principal Findings The Cu (II) complex, (chelate), copper N-(2-hydroxy acetophenone) glycinate (CuNG), synthesized by us, has previous...

  20. A microwave approach to the synthesis of certain 4-substituted phenyl-6-phenyl-3-cyano-2-pyridones

    Marinković Aleksandar

    2014-01-01

    Full Text Available A study of the synthesis of 4-substituted phenyl-6-phenyl-3-cyano-2-pyridones from 2-cyano-3-phenylsubstituted acrylates and acetophenone is presented. 2-Pyridones were obtained using conventional as well as microwave synthesis using solvent and solvent free reactions in domestic and lab microwave ovens. The structure of the obtained pyridones was confirmed by m.p., FT-IR, NMR and UV data. [Projekat Ministarstva nauke Republike Srbije, br. 172013

  1. Solvent‐free synthesis, spectral correlations and antimicrobial activities of some 3,4‐ dimethoxy chalcones

    V. Mala

    2012-03-01

    Full Text Available Background: The aim of this study was to synthesise some substituted styryl 3,4-dimethoxy phenyl ketones using solvent-free SiO2-H2SO4 catalyzed aldol condensation between 3,4- dimethoxy acetophenone and substituted benzaldehydes under microwave irradiation. Then to characterize them by their analytical, physical and spectroscopic data, and also to study their the spectral correlation and antimicrobial activities.

  2. Cu-doped ZnO nanocrystalline powder catalyzed one-pot synthesis of fully substituted new indeno[1,2-b]pyridines at room temperature by a multi-component reaction

    Heshmatollah Alinezhad; Sahar Mohseni Tavakkoli; Pourya Biparva

    2014-01-01

    Cu doped ZnO nanocrystalline powder (10 mol%) has been found to be an efficient catalyst for the one-pot multi-component synthesis of fully substituted new indeno[1,2-b]pyridines through a com-bination of 1,3-indandione, propiophenone or acetophenone derivatives, aromatic aldehydes, and ammonium acetate in ethanol/H2O at room temperature. The methodology is mild, efficient and high to excellent yielding.

  3. Enantioselectivity Induced by Oxazaborolidine Supported on Mesoporous Silica or by Its Analog in Homogeneous Phase

    Jeremy H. Yune

    2010-05-01

    Full Text Available The impact of immobilization of oxazaborolidines supported on silica via different substituents on the boron and nitrogen atoms is evaluated in the enantioselective reduction of acetophenone. The performances of the homogeneous analog oxazaborolidines and silica supported-ones are compared by varying different parameters. This article deals with the synthesis, characterization and catalytic evaluation of silica-supported oxazaborolidines, their recycling capabilities and regeneration limitations.

  4. Synthesis and Characterisation of Biologically Potent Novel Chalcone Moieties

    Mahammadali Khanusiya

    2016-05-01

    Full Text Available As displaying a dominant biological interest of some amino chalcone derivatives which were synthesized by claisen-schmidt condensation reaction of amino acetophenone with aromatic aldehyde in presence of sodium hydroxide. These chalcones were screened for antifungal activity against candida albicans strain and also for antibacterial activity against staphylococcus epidermidis (G positive and pseudomonas aeruginosa (G negative strain by NCCLS method. The synthesized compounds were characterized by means of their FT-IR and 1HNMR spectral study.[14

  5. Donor Schiff Base Polymeric Complexes

    Shubhangi N. Kotkar

    2013-01-01

    Full Text Available A series of new polymeric complexes of Mn(II, Co(II, Ni(II, Cu(II, and Zn(II were prepared with a Schiff base ligand derived from condensation of 2,4-dihydroxy acetophenone and p-phenylene diamine and characterized by elemental analysis and IR and NMR spectral data. The antimicrobial activity of the Schiff base and its polymeric complexes have been studied.

  6. MAGNETIC FIELD EFFECT ON PHOTOPOLYMERIZATION OF STYRENE MICROEMULSION

    CHEN Yonglie; Anders Hult; Bengt Ranby

    1993-01-01

    External magnetic field increases the photo-induced polymerization rate of styrene microemulsion. The type of photoinitiator plays an important role. The photoinitiators used are dimethoxyphenyl acetophenone(DMPA), 1-hydroxycyclohexyl phenylketone ( Irgacure 184) and dimethylhydroxyacetophenone ( Darocur 1173 ). No magnetic effect was observed by using dibenzylketone (DBK) as photoinitiator. The molecular weight of the polymer is slightly affected by magnetic field. The influence of temperature has also been investigated.

  7. Synthesis of 1,3-Bis(hydroxy-halogenophenyl)-propane-1,3-diamines and their Pt(II) Complexes, Syntheses of the Ligands

    Kammermeier, T; Wiegrebe, Wolfgang

    1994-01-01

    The title diamines were prepared according to von Auwer's/Arakawa's procedures starting from appropriately substituted benzaldehydes and acetophenones via chalcones, addition of two moles of hydroxylamine, reduction, and separation of diastereomers as N,N'-bisacetamides. - The Pt(II) complexes of the title ligands are described in the following paper. Die Titel-Diamine werden nach von Auwers bzw. Arakawa aus entspr. substituierten Benzaldehyden und Acetophenonen über die Ch...

  8. Synthesis, Characterization and antimicrobial evaluation of New Chalcone Derivatives From3- benzyloxy-4-methoxybenzaldehyde

    L. Benmekhbi

    2015-09-01

    Full Text Available A series of chalcone derivatives (2a–i were prepared via the reaction of 3-benzyloxy-4-methoxybenzaldehyde with the appropriately acetophenon derivatives. The structures of all the newchalcone derivatives (2a–i synthesized in this study were established on the basis of 1H NMR and 13C NMR spectral data, and elemental analyses The antibacterial activitie of the synthesized compounds (2a- i was carried out by well diffusion and MIC method.

  9. SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF SOME CHALCONE DERIVATIVES AND THEIR COPPERCOMPLEXES

    P. M. Rachmale

    2012-01-01

    In the present investigation, 4-chloro acetophenone on condensation with 2-nitro benzaldehydes in methanolic NaOH solution yielded the corresponding chalcone. These chalcone were further reacted with Isonicotyl hydrazide and semicarbazide in ethanol which led to the formation of chalcone Isonicotyl hydrazone and chalcone semicarbazone derivatives respectively. The newly synthesized derivatives and there copper complexes were characterized on the basis of their chemical properties and spect...

  10. Synthesis and Characterisation of Biologically Potent Novel Chalcone Moieties

    Mahammadali Khanusiya; Z. M Gadhawala

    2016-01-01

    As displaying a dominant biological interest of some amino chalcone derivatives which were synthesized by claisen-schmidt condensation reaction of amino acetophenone with aromatic aldehyde in presence of sodium hydroxide. These chalcones were screened for antifungal activity against candida albicans strain and also for antibacterial activity against staphylococcus epidermidis (G positive) and pseudomonas aeruginosa (G negative) strain by NCCLS method. The synthesized compounds were characteri...

  11. Synthesis and Antimicrobial Activity of Some Chalcone Derivatives

    Prasad, Y. Rajendra; Rao, A. Lakshmana; Rambabu, R.

    2008-01-01

    In an effort to develop antimicrobial agents, a series of chalcones were prepared by Claisen-Schmidt condensation of appropriate acetophenones with appropriate aromatic aldehydes in the presence of aqueous solution of potassium hydroxide and ethanol at room temperature. The synthesized compounds were characterized by means of their IR, 1H-NMR spectral data and elemental analysis. All the compounds were tested for their antibacterial and antifungal activities by the cup plate method.

  12. Preparing Students for Research: Synthesis of Substituted Chalcones as a Comprehensive Guided-Inquiry Experience

    Vyvyan, James R.; Pavia, Donald L.; Lampman, Gary M.; Kriz, George S., Jr.

    2002-09-01

    A guided inquiry experiment involving the synthesis and characterization of substituted benzalacetophenones (chalcones) is described. The chalcones are produced in the aldol condensation of substituted benzaldehydes with substituted acetophenones. Each student is assigned a different target chalcone and conducts online and printed literature searches on the target. After completing the synthesis and purification of their product, the students compare their data with those found in the literature.

  13. Synthesis, Characterization and antimicrobial evaluation of New Chalcone Derivatives From3- benzyloxy-4-methoxybenzaldehyde

    L. Benmekhbi; Mosbah, S.; A. Khelifa Baghdouch; L. Bencharif

    2015-01-01

    A series of chalcone derivatives (2a–i) were prepared via the reaction of 3-benzyloxy-4-methoxybenzaldehyde with the appropriately acetophenon derivatives. The structures of all the newchalcone derivatives (2a–i) synthesized in this study were established on the basis of 1H NMR and 13C NMR spectral data, and elemental analyses The antibacterial activitie of the synthesized compounds (2a- i) was carried out by well diffusion and MIC method.

  14. Studies on Synthesis of Some Novel Heterocyclic Chalcone, Pyrazoline, Pyrimidine - 2 - One, Pyrimidine - 2 - Thione, para-Acetanilide Sulphonyl and Benzoyl Derivatives and their Antimicrobial Activity

    Mistry, Rakesh N.; K. R. Desai

    2005-01-01

    1, 2 - Dichloro benzene on chlorosulphonation by chlorosulphonic acid gives 1, 2 - [dichloro] - benzene sulphonyl chloride which on condensation with p –amino acetophenone gives 1-[acetyl] - 1’ , 2’ - [dichloro] - dibenz sulphonamide derivative. This derivative undergo condensation with 2,4- dichloro benzaldehyde gives 1- [3” - (sub. phenyl) - 2” - propene - 1” - one] - 1’ , 2’ - [dichloro] - dibenz sulphonamide derivative which on reaction with 99% hydrazine hydrate and glacial acetic acid g...

  15. Solvent Free Synthesis of Chalcones and their Antibacterial Activities

    K. Rajendra K. Saini; S. Amit Choudhary; Joshi, Yogesh C.; Joshi, P.

    2005-01-01

    The solvent free synthesis of six chalcones was carried out by grinding the piperanal and the acetophenone (unsubstituted, 4-methyl, 4-methoxy, 4-bromo, 4-nitro, 3-chloro) in the presence of solid sodium hydroxide with a mortar and pestle. In general, the chalcones were obtained in high yield and high purity. Minor quantities of Ketol and Michael addition product were easily removed by recrystallization. The result indicates a correlation between the success of the solvent-free synthesis and ...

  16. Electrochemical reduction of aromatic ketones in 1-butyl-3-methylimidazolium-based ionic liquids in the presence of carbon dioxide: the influence of the ketone substituent and the ionic liquid anion on bulk electrolysis product distribution.

    Zhao, Shu-Feng; Horne, Mike; Bond, Alan M; Zhang, Jie

    2015-07-15

    Electrochemical reduction of aromatic ketones, including acetophenone, benzophenone and 4-phenylbenzophenone, has been undertaken in 1-butyl-3-methylimidazolium-based ionic liquids containing tetrafluoroborate ([BF4](-)), trifluoromethanesulfonate ([TfO](-)) and tris(pentafluoroethyl)trifluorophosphate ([FAP](-)) anions in the presence of carbon dioxide in order to investigate the ketone substituent effect and the influence of the acidic proton on the imidazolium cation (C2-H) on bulk electrolysis product distribution. For acetophenone, the minor products were dimers (50%) derived from proton coupled electron transfer reactions involving the electrogenerated radical anions and C2-H. In the cases of both acetophenone and benzophenone, the product distribution is essentially independent of the ionic liquid anion. By contrast, 4-phenylbenzophenone shows a product distribution that is dependent on the ionic liquid anion. Higher yields of carboxylic acids (∼40%) are obtained with [TfO](-) and [FAP](-) anions because in these ionic liquids the C2-H is less acidic, making the formation of alcohol less favourable. In comparison with benzophenone, a higher yield of carboxylic acid (>30% versus ∼15%) was obtained with 4-phenylbenzophenone in all ionic liquids due to the weaker basicity of 4-phenylbenzophenone radical anion. PMID:26136079

  17. Separation through liquid-liquid extraction and spectrophotometric determination of U(VI) with the ortho-aminophenol reagent

    The extractive properties of the ortho-aminophenol reagent upon U(VI) were investigated in two solvents: 4-chlor-acetophenone and acetylacetone, in a water-organic solvent system. The method here proposed is based on the complexation reaction of the uranyl ion, UO22+, with ortho-aminophenol dissolved in 4-chlor-acetophenone, at room temperature, over a pH interval 4-6, followed by spectro-photometry of the organic phase, involving measuring of absorbancy at 569.6 nm. The Beer law is valid over the 1-12, μg U(VI)/mL concentration interval, with molar absorptivity εmax 4.3 x 105 mol-1 cm2 and Sandell sensitivity = 0.0526 μg cm-2. The structure, stability and solubility of the formed complex was studied by UV-VIS and IR spectrometry, diffractometry and scanning electron microscopy. The mixed complex formed between the uranyl ion and the ortho-aminophenol dissolved in 4-chlor-acetophenone, [UO2.(L)2.(S)4], is characterized by the following parameters: metal/ligand combination ratio: M/L = 1/2, stability constant β = 2.06 x 106, distribution coefficient D = 66.56 (Vorg = Vaq), percentage extraction E% = 98.52, and recovery factor, R%, ranging between 99.48 and 99.85%. (author)

  18. 合成4-苯甲酰基-1,7-庚二酸二甲酯的方法改进%Process Improvement on the Synthesis of 4-Benzoyl-heptanedioic Acid Dimethyl Ester

    康从民; 李园园; 吕英涛

    2013-01-01

    采用改进方法,苯乙酮与丙烯酸甲酯缩合制得4-苯甲酰基-1,7-庚二酸二甲酯,其结构经1H NMR和MS确证.较适宜的反应条件为:苯乙酮50 mmol,n(丙烯酸甲酯)∶n(苯乙酮)=2.5∶1.O,无水环境下,以甲醇钠为催化剂,于50℃反应24h,收率12.8%.%4-Benzoyl-heptanedioic acid dimethyl ester was prepared by condensation of acetophenone with methyl acrylate by improve method. The structure was confirmed by 1H NMR and MS. The optimal reaction conditions at 50 ℃ for 24 h were as follows: acetophenone was 50 mmol, n( methyl acrylate) : n(acetophenone) was 2. 5 :1. 0, catalyst was MeONa in water-free. The yield was 12. 8% under the optimal conditions.

  19. Designed synthesis of multifunctional Fe{sub 3}O{sub 4}@SiO{sub 2}–NH{sub 2}@CS–Co(II) towards efficient oxidation of ethylbenzene

    Li, Shi [Faculty of Light Industry and Chemical Engineering, Dalian Polytechnic University, Dalian 116034 (China); Zhai, Shang-Ru, E-mail: zhaisr@dlpu.edu.cn [Faculty of Light Industry and Chemical Engineering, Dalian Polytechnic University, Dalian 116034 (China); An, Qing-Da, E-mail: anqingda@dlpu.edu.cn [Faculty of Light Industry and Chemical Engineering, Dalian Polytechnic University, Dalian 116034 (China); Li, Ming-Hui; Song, Yu [Faculty of Light Industry and Chemical Engineering, Dalian Polytechnic University, Dalian 116034 (China); Song, Xiao-Wei [State Key Laboratory of Inorganic Synthesis and Preparative Chemistry, College of Chemistry, Jilin University, Changchun 130012 (China)

    2014-12-15

    Highlights: • Cooperative integration of magnetic cores and chitosan layers. • Efficient and durable catalyst for the oxidation of ethylbenzene to acetophenone. • Exceptional results of 82.5% EB conversion and 80.4% AP selectivity. • Magnetic recoverable catalyst with excellent reusability even after 10 times run. - Abstract: The preparation of Co(II) supported magnetic heterogeneous catalyst, i.e. Fe{sub 3}O{sub 4}@SiO{sub 2}–NH{sub 2}@CS–Co, and its efficient and selective catalytic properties toward the oxidation of ethylbenzene to acetophenone are presented. The materials were characterized by various physicochemical techniques such as scanning electron microscopy, transmission electron microscopy, Fourier transform infrared spectroscopy, vibrating sample magnetometer, elemental analysis, inductively coupled plasma-atomic emission spectrometer and X-ray photoelectron spectroscopy, etc. The reaction conditions were thoroughly investigated and highly improved catalytic performance (82.5% conversion of ethylbenzene and 80.1% selectivity to acetophenone) was gained under more mild reaction conditions of lower temperature (70 °C), shorter reaction period (60 min) and cheaper and greener oxygen source (H{sub 2}O{sub 2}). More importantly, it could be reused successively at least 10 times when more than 80% of its catalytic activity maintained.

  20. 3-Acetyl-2-fluoro-6H-benzo[c]chromen-6-one

    Yoshinobu Ishikawa

    2014-04-01

    Full Text Available The title compound, C15H9FO3, was obtained in a one-pot synthesis by Suzuki–Miyaura cross-coupling and nucleophilic substitution reaction of 4′-chloro-2′,5′-difluoroacetophenone with o-(methoxycarbonylphenylboronic acid. The asymmetric unit contains two crystallographically independent molecules related by a non-crystallographic inversion centre. There are face-to-face stacking interactions between the aromatic rings of the benzoate and acetophenone units of the symmetry-independent molecules [centroid–centroid distances = 3.870 (3 and 3.986 (3 Å]. In the crystal, molecules are further assembled via stacking interactions along the a-axis direction. One of the molecules interacts with its inversion equivalent [centroid–centroid distance between the aromatic rings of the benzoate and acetophenone units = 3.932 (3 Å], and the other interacts with its twofold axis equivalent [centroid–centroid distance between the aromatic rings of acetophenone units = 3.634 (3 Å].

  1. Combinatorial synthesis and antibacterial evaluation of an indexed chalcone library.

    Ansari, Farzana Latif; Nazir, Samina; Noureen, Humaira; Mirza, Bushra

    2005-12-01

    A 120-membered chalcone library has been designed and prepared from six differently substituted acetophenones (A1-A6) and 20 benzaldehydes (B1-B20). The library was subjected to biological studies targeted against six bacterial strains. For the identification of the most-active member(s) of the library, the so-called indexed or positional-scanning method was applied. Six out of 26 sub-libraries, i.e., AL1-AL6, were synthesized by keeping the acetophenone moiety A fixed and using equimolar quantities of the 20 different benzaldehydes. The remaining 20 sub-libraries BL1-BL20 were prepared by keeping the benzaldehyde B component fixed and varying the six acetophenones (Table 1). The bactericidal activities of the resulting sub-libraries were tested and used as indices to the rows or columns of a two-dimensional matrix. Finally, parallel synthesis of 24 specific members with the highest-expected antibacterial activities, present in two sub-libraries, was carried out. These chalcones were screened again, and the results were exploited for establishing the structure-activity relationship (SAR) and the identification of the lead compound, which turned out to be 1,3-bis(2-hydroxyphenyl)prop-2-en-1-one (A2B2) in terms of activity towards Staphylococcus aureus and Bacillus subtilis (Tables 5-7). PMID:17191962

  2. Designed synthesis of multifunctional Fe3O4@SiO2–NH2@CS–Co(II) towards efficient oxidation of ethylbenzene

    Highlights: • Cooperative integration of magnetic cores and chitosan layers. • Efficient and durable catalyst for the oxidation of ethylbenzene to acetophenone. • Exceptional results of 82.5% EB conversion and 80.4% AP selectivity. • Magnetic recoverable catalyst with excellent reusability even after 10 times run. - Abstract: The preparation of Co(II) supported magnetic heterogeneous catalyst, i.e. Fe3O4@SiO2–NH2@CS–Co, and its efficient and selective catalytic properties toward the oxidation of ethylbenzene to acetophenone are presented. The materials were characterized by various physicochemical techniques such as scanning electron microscopy, transmission electron microscopy, Fourier transform infrared spectroscopy, vibrating sample magnetometer, elemental analysis, inductively coupled plasma-atomic emission spectrometer and X-ray photoelectron spectroscopy, etc. The reaction conditions were thoroughly investigated and highly improved catalytic performance (82.5% conversion of ethylbenzene and 80.1% selectivity to acetophenone) was gained under more mild reaction conditions of lower temperature (70 °C), shorter reaction period (60 min) and cheaper and greener oxygen source (H2O2). More importantly, it could be reused successively at least 10 times when more than 80% of its catalytic activity maintained

  3. Theoretical studies of three triazole derivatives as corrosion inhibitors for mild steel in acidic medium

    Highlights: • Three triazole derivatives as corrosion inhibitors were theoretically investigated. • Quantum chemical calculations and Monte Carlo simulations were performed. • Quantitative structure activity relationship (QSAR) approach has been used. • Theoretical conclusions are validated by the consistency with experimental findings. - Abstract: Corrosion inhibitive performance of 4-chloro-acetophenone-O-1′-(1′.3′.4′-triazolyl)-metheneoxime (CATM), 4-fluoro-acetophenone-O-1′-(1′.3′.4′-triazolyl)-metheneoxime (FATM), and 3,4-dichloro-acetophenone-O-1′-(1′.3′.4′-triazolyl)-metheneoxime (DATM) during the acidic corrosion of mild steel surface was investigated using density functional theory (DFT). Quantum chemical parameters such as the highest occupied molecular orbital energy (EHOMO), the lowest unoccupied molecular orbital energy (ELUMO), energy gap (ΔE), Mulliken charges, hardness (ξ), dipole moment (μ), and the fraction of electrons transferred (ΔN), were calculated. Quantitative structure activity relationship (QSAR) approach has been used, and a composite index of above-mentioned descriptors was performed to characterize the inhibition performance of the studied molecules. Furthermore, Monte Carlo simulation studies were applied to search for the best configurational space of iron/triazole derivative system

  4. Experimental and theoretical investigation of the adsorption behaviour of new triazole derivatives as inhibitors for mild steel corrosion in acid media

    Three triazole derivatives (4-chloro-acetophenone-O-1'-(1',3',4'-triazolyl)-metheneoxime (CATM), 4-methoxyl-acetophenone-O-1'-(1',3',4'-triazolyl)-metheneoxime (MATM) and 4-fluoro-acetophenone-O-1'-(1',3',4'-triazolyl)-metheneoxime (FATM)) have been synthesized as new inhibitors for the corrosion of mild steel in acid media. The inhibition efficiencies of these inhibitors were evaluated by means of weight loss and electrochemical techniques such as electrochemical impedance spectroscopy (EIS) and polarization curves. Then the surface morphology was studied by scanning electron microscopy (SEM). The adsorption of triazole derivatives is found to obey Langmuir adsorption isotherm, and the thermodynamic parameters were determined and discussed. The relationship between molecular structure of these compounds and their inhibition efficiency has been investigated by ab initio quantum chemical calculations. The electronic properties such as the highest occupied molecular orbital (HOMO), the lowest unoccupied molecular orbital (LUMO) energy levels, energy gap (LUMO-HOMO), dipole moment and molecular orbital densities were computed

  5. Green and convenient synthesis of substituted 1-(2-hydroxyphenyl) ethanone%取代邻羟基苯乙酮的简便绿色合成

    高文涛; 兰帅; 李阳; 吕明月; 邢学达; 郑宏梅

    2014-01-01

    5-Methyl-,chloro,and bromo-substituted 2-hydroxy-acetophenones(2a-c) were synthesized in good yields of 77. 3%-80. 4%,involving the acetylation reaction of the respective 4-methyl-,chloro,and bromo-phenols(1a-c) with acetic anhydride fol-lowed by Fries rearrangement in the presence of BF3·2HAc as catalyst under solvent-free condition. 3,5-Dihalo-substituted 2-hy-droxy-acetophenones(4a-c)were obtained in the yields of 61. 8-92. 4%by the halogenation reaction of 2-hydroxy-acetophenone(3) with N-halosuccinimide using PEG-400 as solvent at room temperature. The nitration of 2-hydroxy-acetophenone(3)with a green ni-trating agent of cerium ammonium nitrate( CAN) was also investigated,affording two products 3-nitro-and 5-nitro-substituted 2-hy-droxy-acetophenones(5a,b)in 29. 8% and 63. 9%yield,respectively. Our developed experimental procedures for the preparation of the 2-hydroxy-acetophenone derivatives 2a-c,4a-c,and 5a,b are characterized by mild conditions,simple work-up,and environmen-tal benefits of the reaction medium,and thus could be used as a useful and green alternative approach to previously reported meth-ods.%以对甲(氯、溴)苯酚(1a-c)为起始原料经酰化得对甲(氯、溴)苯酚乙酯,再以BF3·2HAc为催化剂无溶剂条件下实现Fries重排,以77.3%-80.4%的收率分别得到了5-甲基(氯、溴)邻羟基苯乙酮(2a-c);应用环境友好的聚乙二醇-400为溶剂, N-氯(溴、碘)代丁二酰亚胺为卤代试剂对邻羟基苯乙酮进行卤代反应,以61.8%-92.4%的收率制备3,5-二氯(溴、碘)邻羟基苯乙酮(4a-c);以邻羟基苯乙酮为原料,硝酸铈铵( CAN)为绿色硝化试剂,分别以29.8%和63.9%的收率得到了3位和5位硝化产物1-(2-羟基-3-硝基苯基)乙酮、1-(2-羟基-5-硝基苯基)乙酮(5a-b)。以上制备过程具有反应条件温和、后处理简单、环境友好等优点,为制备取代邻羟基苯乙酮提供了简单且绿色的新方法。

  6. Conformational and electronic interaction studies of some p-substituted α-methylsulfonyl-α-diethoxyphosphorylacetophenones

    Reis, Adriana Karla C. A.; Olivato, Paulo R.; Tormena, Cláudio F.; Rittner, Roberto; Colle, Maurizio Dal

    2008-12-01

    The analysis of the IR carbonyl band of the α-methylsulfonyl-α-diethoxyphosphoryl p-substituted acetophenones p-Y-Ph-C(O)CH(SO 2Me)[P(O)(OEt) 2] (Y = OMe 1, H 2, F 3, Cl 4, Br 5 and NO 26) supported by HF/6-31G(d,p) ab initio calculations of the α-methylsulfonyl-α-diethoxyphosphoryl acetophenone 2, indicated the existence of a single stable c1 conformer in gas phase and in solvents of increasing polarity, along with the presence of second less stable conformation in gas phase. The c1 conformer present the (SO 2Me) group and the [P(O)(OEt 2)] groups in a syn-clinal (gauche) geometry and is stabilised through of the O δ-(CO)...P δ+(PO), O δ-[PO(OEt)]...C δ+(CO), O δ-(PO)…C δ+(CO), O δ-(CO)…S δ+(SO2Me) and O δ-(SO2)...C δ+(CO) electronic interactions along with H δ+(SO2Me)…. O δ-(CO), H δ+(CH2)[POEt]…. O δ-(SO2Me), H δ+(o-Ph)…. O δ-(CO) and H δ+(o'-Ph)…. O δ-(PO) intramolecular hydrogen bonds. The almost constant negative carbonyl frequency shifts (Δ ν) for the title compounds 1- 6 with respect to the parent acetophenones 7- 14 corroborates the prevalence of the electronic interactions over the - Iσ inductive effect of the α-substituents for the title compounds and gives strong support for the existence of the crossed O δ-(CO)…S δ+(SO2Me) and O δ-(SO2)...C δ+(CO) (charge transfer and electrostatic); O δ-(CO)...P δ+(PO) and O δ-[PO(OEt)]...C δ+(CO), (electrostatic) interactions.

  7. SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF SOME CHALCONE DERIVATIVES AND THEIR COPPERCOMPLEXES

    P. M. Rachmale

    2012-03-01

    Full Text Available In the present investigation, 4-chloro acetophenone on condensation with 2-nitro benzaldehydes in methanolic NaOH solution yielded the corresponding chalcone. These chalcone were further reacted with Isonicotyl hydrazide and semicarbazide in ethanol which led to the formation of chalcone Isonicotyl hydrazone and chalcone semicarbazone derivatives respectively. The newly synthesized derivatives and there copper complexes were characterized on the basis of their chemical properties and spectroscopic data such as IR, NMR and UV. All newly synthesized compounds were evaluated for their antibacterial activities against E. coli and S. aureus also for antifungal activities against P. notatum.

  8. Asymmetric transfer hydrogenation of ketones in aqueous solution catalyzed by Rhodium(III) complexes with C2-symmetric fluorene-ligands containing chiral (1R,2R)-cyclohexane-1,2-diamine

    Montalvo-Gonzalez, Ruben [Universidad Autonoma de Nayarit, Tepic, Nay (Mexico). Unidad Academica de Ciencias Quimico Biologicas y Farmaceuticas; Chavez, Daniel; Aguirre, Gerardo; Parra-Hake, Miguel; Somanathan, Ratnasamy, E-mail: somanatha@sundown.sdsu.ed [Instituto Tecnologico de Tijuana, B.C. (Mexico). Centro de Graduados e Investigacion

    2010-07-01

    Two C{sub 2}-symmetric bis(sulfonamide) ligands containing fluorene-chiral (1R, 2R)-cyclohexane-1,2-diamine were complexed to Rh{sup III}(Cp{sup *}) and used as catalyst to reduce aromatic ketones. The corresponding chiral secondary alcohols were obtained in 87-100% ee and 85-99% yield, under asymmetric transfer hydrogenation (ATH) conditions using aqueous sodium formate as the hydride source. With acetophenone, 94% ee and 86-97% yield was achieved with substrate/catalyst (S/C) ratio of 10,000. (author)

  9. 5-羟基黄酮类衍生物的合成%Synthesis of 5-Hydroxy Flavone Derivatives

    于小凤; 夏洪城; 陈美琳; 罗明; 苏亚

    2012-01-01

    以2',6'-二羟基苯乙酮为起始原料,经O-酰化、Baker-VenKataraman重排和环合反应合成了8个5-羟基黄酮衍生物(其中3个为新化合物),其结构经1H NMR和MS表征.%Eight flavone derivatives(three of them were new derivatives) were synthesized by the O-acylation, Baker-VenKataraman rearrangement and cyclization from 2' ,6'-dihydroxy acetophenone. The structures were characterized by 1H NMR and MS.

  10. Co-Exposure with Fullerene May Strengthen Health Effects of Organic Industrial Chemicals

    Lehto, M.; Karilainen, T.; Rog, T.;

    2014-01-01

    In vitro toxicological studies together with atomistic molecular dynamics simulations show that occupational co-exposure with C-60 fullerene may strengthen the health effects of organic industrial chemicals. The chemicals studied are acetophenone, benzaldehyde, benzyl alcohol, m-cresol, and toluene...... which can be used with fullerene as reagents or solvents in industrial processes. Potential co-exposure scenarios include a fullerene dust and organic chemical vapor, or a fullerene solution aerosolized in workplace air. Unfiltered and filtered mixtures of C-60 and organic chemicals represent different...

  11. The Complete Mechanism of an Aldol Condensation.

    Perrin, Charles L; Chang, Kuei-Lin

    2016-07-01

    Although aldol condensation is one of the most important organic reactions, capable of forming new C-C bonds, its mechanism has never been fully established. We now conclude that the rate-limiting step in the base-catalyzed aldol condensation of benzaldehydes with acetophenones, to produce chalcones, is the final loss of hydroxide and formation of the C═C bond. This conclusion is based on a study of the partitioning ratios of the intermediate ketols and on the solvent kinetic isotope effects, whereby the condensations are faster in D2O than in H2O, regardless of substitution. PMID:27281298

  12. The Complete Mechanism of an Aldol Condensation.

    Perrin, CL; Chang, KL

    2016-01-01

    Although aldol condensation is one of the most important organic reactions, capable of forming new C-C bonds, its mechanism has never been fully established. It is now concluded that the rate-limiting step in the base-catalyzed aldol condensation of benzaldehydes with acetophenones, to produce chalcones, is the final loss of hydroxide and formation of the C-C double bond. This conclusion is based on a study of the partitioning ratios of the intermediate ketols and on the solvent kinetic isoto...

  13. Rearrangement of dypnones to 1,3,5-triarylbenzenes.

    Deng, Kai; Huai, Qi-Yong; Shen, Zhi-Lun; Li, Hui-Jing; Liu, Chen; Wu, Yan-Chao

    2015-03-20

    Rearrangement of dypnones to 1,3,5-triarylbenzenes is described. The reaction is proposed to involve an aldol-type self-condensation of dypnones, followed by an intramolecular [2 + 2] cycloaddition and a retro-[2 + 2] cycloaddition. The reaction goes smoothly under obviously milder conditions in comparison to the cyclotrimerization of acetophenones to 1,3,5-triarylbenzenes (10 mol % of TsOH, 80 °C versus 130-148 °C). This unexpected rearrangement would provide new possible considerations in dypnone-involved organic synthesis. PMID:25740008

  14. Synthesis and NMR Studies of (E)-1-Aryl-3-(2-pyrrolyl)-2-propenones and (E)-3-Aryl-1-(2-pyrrolyl)-2-propenones

    Lee, Insook; Jeoung, Eun Ji; Lee, Chang Kiu [Kangwon National Univ., Chuncheon (Korea, Republic of)

    2013-03-15

    Series of (E)-1-aryl-3-(2-pyrrolyl)-2-propenones, that were aldol condensation products between pyrrole-2-carbaldehyde and m- and p-substituted acetophenones, were prepared and their {sup 1}H and {sup 13}C NMR spectra were examined to obtain the information on the conformation of the enone system. Similar studies were carried out with (E)-3-aryl-1-(2-pyrrolyl)-2-propenones that were prepared from 2-acetylpyrrole and m- and p-substituted benzaldehydes. The substituent chemical shifts were studied by applying the Hammett relationship.

  15. Syntheses, Characterization and Study of the Use of Cobalt (II Schiff–Base Complexes as Catalysts for the Oxidation of Styrene by Molecular Oxygen

    Zolfaghar Rezvani

    2005-01-01

    Full Text Available Schiff-Base complexes of bis-5-phenylazosalicylaldehyde ethylenediimine and bis-5-phenylazosalicylaldehyde-O-phenylenediimine ligands with Co(II (I and II have been synthesized and characterized by their IR spectra and elemental analyses. These complexes catalyze the oxidation of styrene in the presence of dioxygen and excess pyridine. The effect of the reaction conditions on the oxidation of styrene was studied by varying solvent, nature and amount of the catalyst and substrate. The catalytic behavior of the studied complexes was shown to be dependent on the conditions applied. In all reactions, acetophenone and 1- phenylethanol were the only observed products.

  16. Microwave synthesis, spectral, thermal and antimicrobial studies of some Ni(II) and Cu(II) Schiff base complexes

    Mishra, A. P.; Neha Sharma; Jain, Rajendra K.

    2012-01-01

    Bidentate and tridentate (NO), (ONO) Schiff bases have been synthesized by condensing methyl isobutyl ketone with 2-amino-4-chlorophenol and 2-hydroxy acetophenone with isonicotinic acid hydrazide. The 1:1 or 1:2 metal complexes have been prepared by interacting these Schiff bases with metal ions viz. Ni(II), Cu(II). These compounds have been synthesized by conventional as well as microwave methods and characterized by elemental analysis, FT-IR, UV-Vis, ESR, molar conductance, thermal analysi...

  17. Enantioselektive Transferhydrierung mit Ruthenium(II)-Komplexen

    Henning, Frauke

    2003-01-01

    Eine Vielzahl chiraler Liganden und Komplexe wurden als Katalysatoren in der enantioselektiven Transferhydrierung von Acetophenon mit den Wasserstoffdonoren 2-Propanol und Ameisensäure getestet. Vier dreizähnige axial chirale Binaphthyle erzielen in situ mit Tris-(triphenylphosphanyl)ruthenium(II)-chlorid hohe Enantiomerenüberschüsse von bis zu 98% und Ausbeuten über 90% unter optimierten Reaktionsbedingungen. Es wird ein deutlicher OH-Effekt beobachtet, während ein NH-Effekt nicht bestätigt ...

  18. p-cymene based ruthenium complexes as catalysts

    Fonseca, Joel David Avelino

    2011-01-01

    Tese de mestrado em Química Tecnológica (Química Tecnológica e Qualidade), apresentada à Universidade de Lisboa, através da Faculdade de Ciências, 2011 p-Cymene based ruthenium complexes were employed in the alkylation of tbutylamine with phenethyl alcohol by redox neutral alkylation and in the reduction of acetophenone and benzaldehyde by transfer hydrogenation. A range of in situ generated catalysts formed by [RuX2(p-cymene)]2 dimers (X=Cl or I) with dppf, DPEPhos, dippf or P(i- Bu)3 and...

  19. Homogeneous and heterogeneous photoredox-catalyzed hydroxymethylation of ketones and keto esters: catalyst screening, chemoselectivity and dilution effects

    Axel G. Griesbeck

    2014-05-01

    Full Text Available The homogeneous titanium- and dye-catalyzed as well as the heterogeneous semiconductor particle-catalyzed photohydroxymethylation of ketones by methanol were investigated in order to evaluate the most active photocatalyst system. Dialkoxytitanium dichlorides are the most efficient species for chemoselective hydroxymethylation of acetophenone as well as other aromatic and aliphatic ketones. Pinacol coupling is the dominant process for semiconductor catalysis and ketone reduction dominates the Ti(OiPr4/methanol or isopropanol systems. Application of dilution effects on the TiO2 catalysis leads to an increase in hydroxymethylation at the expense of the pinacol coupling.

  20. A New Flavonoid Glycoside from Salix denticulata Aerial Parts

    Amita Bamola

    2009-09-01

    Full Text Available Abstract: A new flavonoid glycoside (1 has been isolated from the aerial parts of Salix denticulata (Salicaceae together with five known compounds, β-sitosterol, 2,6-dihydroxy- 4-methoxy acetophenone, eugenol-1-O-β-D-glucopyranoside, 1-O-β-D-(3’-benzoyl salicyl alcohol and luteolin-7-O-β-D-glucopyranosyl-(1-6-glucopyranoside. The structure of 1 was elucidated as 2’,5-dihydroxy-3’-methoxyflavone-7-O-β-D-glucopyranoside by means of chemical and spectral data including 2D NMR studies.

  1. Detection of an ylide intermediate in the electrochemically-induced Stevens rearrangement of an ammonium salt by in situ UV–vis spectroelectrochemistry

    Highlights: ► Mechanistic insights of the electro-induced Stevens rearrangement are provided. ► The reduction of PhCOCH2N+(CH3)2CH2Ph is ascribed to a one-electron transfer process. ► An electrogenerated ammonium ylide has been detected by UV-spectroelectrochemistry. -- Abstract: The electrochemically-induced Stevens rearrangement of 2-(benzyldimethyl)ammonium acetophenone has been investigated by in situ UV–vis spectroelectrochemistry. Voltammetric analysis and absorption spectra recorded during the potentiostatic reduction indicate that the reaction proceeds via a one-electron transfer with a Platinum cathode and generation of an ammonium ylide intermediate

  2. Methyl 3-[(E)-1-(4-amino­phen­yl)ethyl­idene]dithio­carbazate

    Shan, Shang; Wang, Shan-Heng; Tian, Yu-Liang; Wang, Wen-Long; Xu, Ying-Li

    2008-01-01

    The title compound, C10H13N3S2, was obtained from a condensation reaction of methyl dithio­carbazate and 4-amino­acetophenone. In the crystal structure, the nearly planar mol­ecule assumes an E configuration, the benzene ring and dithio­carbazate group being located on opposite sides of the N=C bond. C—H⋯π inter­actions and N—H⋯S hydrogen bonding are present in the crystal structure.

  3. Volumetric, viscometric and optical study of molecular interactions in binary mixtures of diethyl malonate with ketones at 303.15, 308.15 and 313.15K

    Rathnam Manapragada V.; Mohite Sudhir; Kumar Manapragada S.

    2012-01-01

    Density ρ, viscosity η, and refractive index nD were measured for the binary mixtures of diethyl malonate with ketones (acetophenone, cyclopentanone, cyclohexanone and 3-pentanone) at temperatures (303.15, 308.15 and 313.15) K over the entire composition range. Excess volume VE, deviation in viscosity Δη, excess Gibb’s free energy of activation for viscous flow ΔGE and deviation in molar refraction ÄR were determined from the experimental data and computed results were fitted to the Red...

  4. 1-Phenyl-3-(pyren-1-ylprop-2-en-1-one

    Jiannian Yao

    2008-03-01

    Full Text Available The title compound, C25H16O, was prepared by the condensation reaction of pyrene-1-carbaldehyde and acetophenone in ethanol solution at room temperature. The phenyl ring forms a dihedral angle of 39.10 (11° with the pyrene ring system. In the crystal structure, adjacent pyrene ring systems are linked by aromatic π–π stacking interactions, with a perpendicular interplanar distance of 3.267 (6 Å and a centroid–centroid offset of 2.946 (7 Å.

  5. Dimethyl(2-oxo-2-phenylethylsulfanium bromide

    Zhiling Cao

    2010-12-01

    Full Text Available Single crystals of the title compound, C10H13OS+·Br−, were obtained from ethyl acetate/ethyl ether after reaction of acetophenone with hydrobromic acid and dimethylsulfoxide. The carbonyl group is almost coplanar with the neighbouring phenyl ring [O—C—C—C = 178.9 (2°]. The sulfanium group shows a trigonal–pyramidal geometry at the S atom. The crystal structure is stabilized by C—H...Br hydrogen-bonding interactions. Weak π–π interactions link adjacent phenyl rings [centroid–centroid distance = 3.946 (2 Å].

  6. Snythesis of 3-methy-1-lamino phenyl alcohol by microwave radiation%3-甲胺基-1-苯基丙醇的微波合成

    吴海燕

    2012-01-01

    The synthesis method of 3- methylamino -1-phenyl acetone ( 1 )is acetophenone and methylamine hydrochloride, paraformaldehyde by microwave; The preparation 3- methylamino-1- phenylpropanol(2) is(l) reduction by sodium borohydride in methanol.%苯乙酮与甲胺盐酸盐、多聚甲醛用微波法合成3-甲胺基-1-苯基丙酮(1);(1)在甲醇中用硼氢化钠还原制备3-甲胺基-1-苯基丙醇(2).

  7. Highly efficient and easy synthesis of 2,4,6-triarylpyridines catalyzed by pentafluorophenylammonium triflate (PFPAT) as a new recyclable solid acid catalyst in solvent-free conditions

    Naser Montazeri; Saber Mahjoob

    2012-01-01

    Pentafluorophenylammonium triflate (PFPAT) was found to be a highly efficient catalyst for the preparation of 2,4,6-triarylpyridines from the reaction of acetophenone derivatives,aromatic aldehydes and ammonium acetate.Present methodology offers several advantages,such as short reaction time,high yields,simple procedure with an easy work-up and the absence of any volatile and hazardous organic solvent.In addition,this catalytic system can act as an active,inexpensive,metal-free,recoverable and recyclable catalyst.

  8. The Three-component One-pot Synthesis of 4,6-Diarylpyrimidin-2(1h)-ones and 9-Phenyl-8-oxa-10,12-diaza-tricyclo[7.3.1.0~(2,7)]trideca-2(7),3,5-trien-11-one

    F.Derikvand; M.M.Heravi; L.Ranjbar

    2007-01-01

    1 Results Pyrimidinones (PMs) are a class of important heterocycles which have been well documented throughout the literature due to their biological importance. They exhibit a wide range of pharmaceutical and therapeutic properties[1].A rapid and efficient one-pot method for the synthesis of 4,6-diarylpyrimidin-2(1H)- ones and related heterocycles is described.The condensation of acetophenone derivatives,aldehydes and urea in the presence of sulfamic acid was employed to synthesize a variety of pyrimid...

  9. Ultrasound-assisted synthesis of dihydropyrimidine-2-thiones

    JAVAD SAFAEI-GHOM

    2011-05-01

    Full Text Available Chalcone derivatives were prepared by the condensation of various substituted aryl aldehydes and acetophenone in alkaline ethanol, while pyrimidine-2-thione derivatives were prepared by the combination of chalcones and thiourea under conventional and ultrasonic conditions. Advantages of the ultrasound effect were observed and high yields of the products were obtained after 20–30 min sonication. Characterization and structural elucidation of the products was realized based on chemical, analytical and spectral analyses. The results clearly demonstrated a high efficiency of the ultrasonic systems was achieved in the chemical processes.

  10. Synthesis and antimicrobial activity of some new indazolone derivatives from 1-(3,5-Dibromo-2-hydroxy-4 methyl phenyl ethanone

    Pawar MP

    2012-09-01

    Full Text Available Indazolone nucleus is present in various therapeutically important drug candidates. Chalcones are possessing versatile pharmacological activities like anti-inflammatory, antifungal, antibacterial, antioxidant, cytotoxic, anticancer, antimalarial. While the bromoacetophenone nucleus bears very good antimicrobial activity. With consideration of all these facts we synthesized new derivatives of bromo acetophenone nucleus, which reacts with aromatic aldehydes to obtained chalcone. This was further derivatized to indazolone. All synthesized compounds were confirmed by spectral data and elemental analysis. The synthesized compounds were screened for antibacterial activity against Staphylococcus epidermidis, Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa and antifungal activity against A. niger. All synthesized compounds showed good to moderate antimicrobial activity.

  11. Design and Synthesis of Novel Pyrazole-based Lp-PLA2 Inhibitors%Design and Synthesis of Novel Pyrazole-based Lp-PLA2 Inhibitors

    王毅; 徐为人; 邵华; 谢亚非; 王建武

    2011-01-01

    A series of novel pyrazole-based lipoprotein-associated phospholipase A2 (Lp-PLA2) inhibitors have been de- signed and synthetized by a variety of acetophenones via a 10-step convergent approach. The synthetic approach is carefully optimized, and an unsuccessful alternative route is also discussed. The in vitro biological activity reveals that all the synthesized compounds are potent Lp-PLA2 inhibitors with compound 13b being the most potent one (Lp-PLA2, IC50= 1.5 nmol/L).

  12. Synthesis, antiinflammatory and antibacterial activity of novel indolyl-isoxazoles

    Panda S

    2009-01-01

    Full Text Available Chalcones were synthesized by reacting indole-3-aldehyde, prepared by Vilsemeir Haack reaction with 4-substituted acetophenone in ethanolic KOH solution. These chalcones were immediately reacted with hydroxylamine hydrochloride in presence of glacial acetic acid as reagent to obtain the corresponding isoxazole derivatives. The synthesized heterocycles were characterized on the basis of physical, chemical tests and spectroscopic data. These compounds were tested for the acute antiinflammatory activity and antibacterial activity using carrageenan-induced rat paw edema method and cup-plate method, respectively.

  13. A Novel One-Pot Green Synthesis of Dispirooxindolo-pyrrolidines via 1,3-Dipolar Cycloaddition Reactions of Azomethine Ylides

    Abdulrahman I. Almansour

    2015-01-01

    Full Text Available A facile synthesis of dispirooxindolopyrrolidines has been accomplished via a one-pot three component 1,3-dipolar cycloaddition reaction. The reaction of azomethine ylides generated in situ from L-phenylalanine and substituted isatins with a series of unusual (E-2-oxoindolino-3-ylidene acetophenone dipolarophiles in the ionic liquid 1-butyl-3-methylimidazolium bromide [bmim]BF4, furnished the cycloadducts in good yields, with the regioisomers 5a–f being obtained with high selectivity. Furthermore, the recyclability of [bmim]BF4, up to five times, was also investigated.

  14. SYNTHESIS AND GREEN BROMINATION OF SOME CHALCONES AND THEIR ANTIMICROBIAL SCREENING

    Mayur R. Adokar

    2013-04-01

    Full Text Available Chalcones are the versatile molecules having the structural flexibility which permits structural transformations into flavonoids, flavanones, pyrazoles, oxazoles, pyrimidines etc. Changes in their structure have offered the development of new medicinal agents having improved pharmacological potency. Their derivatives have attracts increasing attention due to numerous pharmacological potential. In the present communication we report the synthesis of chalcones from various acetophenone derivatives with different aromatic aldehydes and green chemistry approach to their bromination with the help of Tetrabutylammonium Tribromide (TBATB. All the synthesized chalcone dibromides were screened for their antimicrobial activity against Aspergillus flavus, Rhizopus sp., Fusarium solani and Aspergillus niger.

  15. Chiral Borated Esters in Asymmetric Synthesis:1.The First Asymmetric Reaction Catalyzed by Chiral Spiroborated Esters with an O3BN Framework

    LIU, De-Jun(刘德军); SHAN, Zi-Xing(单自兴); QIN, Jin-Gui(秦金贵)

    2004-01-01

    The first asymmetric reaction catalyzed by chiral spiroborated esters with an O3BN framework was reported. In the presence of 0.1 equivalent of (R,S)-1 or (S,S)-1, acetophenone was reduced by 0.6 equivalent of borane in THF at 0-5 ℃ for 2 h to give (R)-1-phenylethanol of up to 76% ee and 73% isolated yield. Influence of reaction conditions on the stereoselectivity of the reduction was investigated and a possible catalytic mechanism of the chiral spiroborated esters toward the reduction was also suggested.

  16. MICROWAVE ASSISTED, NICKELCOBALT FERRITE CATALYSED ONEPOT MULTICOMPONENT SYNTHESIS OF β- ACETAMIDO KETONES

    PAUL DOUGLAS SANASI

    2015-12-01

    Full Text Available An efficient microwave assisted one pot synthesis of β-acetamido ketones from aromatic aldehydes, acetophenone, acetonitrile and acetyl chloride using nano Ni0.5Co0.5Fe2O4 ferrites as a catalyst is described, compared to mannich reaction the new method has advantage of good yield and short reaction time by simple phase separation. nano Ni0.5Co0.5Fe2O4 ferrites could be recycled several times without distinct loss of activity.

  17. Synthesis of 14C-labeled levamisole and 13C-labeled tetramisole

    The syntheses of 14C-ring labeled levamisole ([-]-2,3,5,6-tetrahydro-6-phenyl [14C]-UL]imidazo[2,1-b]thiazole) from acetophenone-ring-UL-14C in 5 steps plus resolution with a 7.5% overall yield, and 13C6-ring labeled tetramisole ([±]-2,3,5,6-tetrahydro-6-phenyl [13C6]imidazo[2,1-b]thiazole) from benzene-13C6 in 6 steps with a 9.0% overall yield are described. (author)

  18. 40 CFR 437.42 - Effluent limitations attainable by the application of the best practicable control technology...

    2010-07-01

    ...) Except as provided in 40 CFR 125.30 through 125.32 or § 437.40(b), any existing facility subject to this....188 0.0887 Carbazole 0.598 0.276 o-Cresol 1.92 0.561 p-Cresol 0.698 0.205 n-Decane 0.948 0.437... Parameters Acetone 30.2 7.97 Acetophenone 0.114 0.0562 2-Butanone 4.81 1.85 o-Cresol 1.92 0.561 p-Cresol...

  19. Screening of biological activities of a series of chalcone derivatives against human pathogenic microorganisms.

    Karaman, Isa; Gezegen, Hayreddin; Gürdere, M Burcu; Dingil, Alparslan; Ceylan, Mustafa

    2010-02-01

    In an effort to develop new antimicrobial agents, a series of chalcone derivatives, 3-60, were prepared by Claisen-Schmidt condensation of appropriate acetophenones and 2-furyl methyl ketones with appropriate aromatic aldehydes, furfural, and thiophene-2-carbaldehyde in an aqueous solution of NaOH and EtOH at room temperature. The synthesized compounds were characterized by means of their IR- and NMR-spectral data, and elemental analysis. All compounds were tested for their antibacterial and antifungal activities by the disc diffusion method. For the most active compounds, also minimum inhibitory concentrations (MICs) were determined. PMID:20151389

  20. A HYDROGEN BONDING ASSISTED CATALYST SCREENED OUT VIA COMBINATORIAL CHEMISTRY STRATEGY

    XUMancai; OUZhize; 等

    2000-01-01

    Possibilities for enhancement of catalytic reaction rate by combining phase transfer catalysis and hydrogen bonding of the catalyst with the substrate and reagent were studied.A phase transfer catalyst library with sixty polystyrene-supported quaternary ammonium salt catalysts was synthesized.The reduction of acetophenone by NaBH4 was used as the probing reaction to select out the ost active catalyst in the library by using iterative method.which was the gel-type triethanolamine aminsating strongly asic anion exchange resin with the crosslinking degeree of 2% A hydrogen bonding assisted catalytic mechanism was proposed to explain the high catalytic activity of the catalyst.

  1. On the influence of the nature of solvents on the extraction of scandium with tributyl phosphate

    Analysis of the data on separation of scandium by tributyl phosphate in organic solvents shows that the sufficient connection between distribution coefficients (D) and properties of the organic phase may be obtained only through multiparameter equations of linearity of free energies, during which the factors of basicity and density of cohesion energy decreasing D value, and the factors of polarizability increasing it are important. The studied solvents may be conditionally distributed into two groups by the extracting capability. Isoamyl alcohol resides in the first group, and acetophenon, 1,2-dichlorethane, aromatic hydrocarbons, unsaturated hydrocarbons are presented in the second one

  2. In-silico Design, Synthesis, Anti-inflammatory and Anticancer Evaluation of Pyrazoline Analogues of Vanillin

    M. J. Neethu

    2014-04-01

    Full Text Available A series of novel pyrazoline derivatives of vanillin were synthesized. The hydroxyl group in vanillin was masked by converting into methyl vanillin. The methyl vanillin was allowed to condense with different acetophenone derivatives gave chalcone derivatives and finally cyclized with thiosemicarbazide to form the pyrazoline derivatives of vanillin. Docking studies were carried out against anti-inflammatory cyclooxygenase receptor and anticancer farnesyl transferase receptor. Majority of the synthesized compounds showed good fitting with the active site of all the docked targets. The synthesized compounds had shown significant anti inflammatory and anticancer activities.

  3. Synthesis and Antimicrobial Screening of New Pyrazolines Derived From Chalcones of Vanillin Analog

    Krushnkumar Karangiya

    2016-03-01

    Full Text Available In present study the new series of 3-(Aryl-5-[4-(2, 4-Dichlorophenylmethoxy-3-methoxyphenyl]-4, 5-dihydro pyrazoline (2a-k and 3-(Aryl-5-[4-(2, 4-Dichlorophenylmethoxy-3-methoxyphenyl]-4, 5-dihydroacetyl pyrazoline (3a-k derivatives were synthesized from various substituted 3-Methoxy-4-(2, 4-Dichlorophenyl methoxy chalcones (1a-k. The new chalcones were synthesized using various acetophenones with newly synthesized aldehyde of vanillin analog by Claisen-Schmidt condensation. Characterization of pyrazoline derivatives have been established on the basis of IR, NMR, Mass and elemental analyses. The derivatives were screened for their in vitro antimicrobial Screening.

  4. The Influence of Electrodes and Conditioning on Space Charge Accumulation in XLPE

    Fleming, R. J.; Henriksen, Mogens; Holbøll, Joachim

    2000-01-01

    , and vacuum-evaporated gold, were used as electrodes. Three different conditioning procedures were investigated. Unconditioned samples developed heterocharge with density increasing from zero at the electrodes, to a maximum at roughly one-third of the thickness, and then falling to zero around the...... heterocharge originates in inhomogeneous polarization due to a spatially inhomogeneous distribution of permanent dipole molecules, probably acetophenone. The dipole concentration decreases in going from the electrodes towards the center of the samples, as a result of diffusion of the molecules in the opposite...

  5. Microwave synthesis, characterization, and bio-efficacy of novel halogenated Schiff bases.

    Singh, Braj B; Shakil, Najam A; Kumar, Jitendra; Rana, Virendra S; Mishra, Anuradha

    2016-08-01

    A new series of halogenated Schiff bases was synthesized by the condensation of 5-fluoro-2-hydroxy acetophenone and 3,5-dichloro-2-hydroxy acetophenone with different alkyl amines, namely propyl, pentyl, hexyl, heptyl, octyl, nonyl, dodecyl, tetradecyl, hexadecyl, and octadecyl amines, under microwave irradiation. Newly formed molecules were characterized by Infrared and nuclear magnetic resonance ((1)H NMR and (13)C NMR) spectroscopic techniques. Further, the Schiff bases were screened for antifungal bioassay, and the results showed potential fungicidal activity against two very important plant infecting fungi, viz. Rhizoctonia solani and Sclerotium rolfsii. Among the screened compounds, 2,4-dichloro-2-[1-(propylimino)ethyl]phenol was found to be the most active compound against both R. solani (ED50 8.02 mg L(-1)) and S. rolfsii (ED50 21.51 mg L(-1)) followed by 2,4-dichloro-2-[1-(pentylimino) ethyl]phenol (ED50 13.02 and 29.57 mg L(-1), respectively). The synthesized compounds were also screened for antioxidant activity by 2,2-diphenyl-1-picrylhydrazyl (DPPH)-free radical scavenging technique. All the compounds showed very low to moderate activity as compared with Gallic acid. PMID:27167104

  6. Spectral, thermal, electrochemical and analytical studies on Cd(II) and Hg(II) thiosemicarbazone complexes

    El-Asmy, A. A.; El-Gammal, O. A.; Saleh, H. S.

    2008-11-01

    The coordination characteristic of the investigated thiosemicarbazones towards hazard pollutants, Cd(II) and Hg(II), becomes the first goal. Their complexes have been studied by microanalysis, thermal, electrochemical and spectral (electronic, IR and MS) studies. The substitutent (salicylaldehyde, acetophenone, benzophenone, o-hydroxy- p-methoxybenzophenone or diacetylmonoxime) plays an important role in the complex formation. The coordination sites were the S for thiosemicarbazide (HTS); NN for benzophenone thiosemicarbazone (HBTS); NS for acetophenone thiosemicarbazone (HATS) and salicylaldehyde thiosemicarbazone (H 2STS); NNS or NSO for diacetylmonoxime thiosemicarbazone (H 2DMTS). The stability constants of Hg(II) complexes were higher than Cd(II). The kinetic and thermodynamic parameters for the different thermal decomposition steps in the complexes have been evaluated. The activation energy values of the first step ordered the complexes as: [Cd(H 2STS)Cl 2]H 2O > [Cd(H 2DAMTS)Cl 2] > [Cd(HBTS) 2Cl 2]2H 2O > [Cd(HATS) 2Cl 2]. The CV of [Cd(H 2STS)Cl 2]H 2O and [Hg(HBTS)Cl 2] were recorded. The use of H 2DMTS as a new reagent for the separation and determination of Cd(II) ions from water and some synthetic samples using flotation technique is aimed to be discussed.

  7. Preparation and friction force microscopy measurements of immiscible, opposing polymer brushes.

    de Beer, Sissi; Kutnyanszky, Edit; Müser, Martin H; Vancso, G Julius

    2014-01-01

    Solvated polymer brushes are well known to lubricate high-pressure contacts, because they can sustain a positive normal load while maintaining low friction at the interface. Nevertheless, these systems can be sensitive to wear due to interdigitation of the opposing brushes. In a recent publication, we have shown via molecular dynamics simulations and atomic force microscopy experiments, that using an immiscible polymer brush system terminating the substrate and the slider surfaces, respectively, can eliminate such interdigitation. As a consequence, wear in the contacts is reduced. Moreover, the friction force is two orders of magnitude lower compared to traditional miscible polymer brush systems. This newly proposed system therefore holds great potential for application in industry. Here, the methodology to construct an immiscible polymer brush system of two different brushes each solvated by their own preferred solvent is presented. The procedure how to graft poly(N-isopropylacrylamide) (PNIPAM) from a flat surface and poly(methyl methacrylate) (PMMA) from an atomic force microscopy (AFM) colloidal probe is described. PNIPAM is solvated in water and PMMA in acetophenone. Via friction force AFM measurements, it is shown that the friction for this system is indeed reduced by two orders of magnitude compared to the miscible system of PMMA on PMMA solvated in acetophenone. PMID:25590429

  8. Intramolecular photosensitization of the pinene-ocimene rearrangement

    Bonding of nopol to the para position of acetophenone produces 5,5-dimethyl-2-(2-(p-acetylphenoxy)ethyl)bi-cyclo[3.1.1]hept-2-ene 1, which contains two chromophores: a para-alkoxyacetophenone and an α-pinene, connected by a single methylene group. UV irradiation of I in both benzene and methanol produces none of the intramolecular [2 + 2] cycloaddition that most para-(3-buten-1-oxy)acetophenones undergo. Instead, the pinene unit rearranges to a triene skeleton identical to that of ocimene, a known photoproduct of pinene. At modest conversion the diene portion of the triene is cis but gradually is converted to a 52:48 trans:cis ratio. It is concluded that intramolecular triplet energy transfer from the excited ketone chromophore forms the 1,2-biradical triplet state of the pinene moiety, which then undergoes cyclobutylcarbinyl ring opening to a 1,4-biradical that cleaves to the 1,3,6-triene structure of ocimene. This mechanism is suggested to be responsible for the earlier reported intermolecularly sensitized rearrangement of a-pinene to the ocimene isomers. (author)

  9. Effect of curing by products coating on localized heat generation and dielectric breakdown in low-density polyethylene film; Teimitsudo poriechiren firumu no kyokusho hatsunetsu to zetsuen hakai ni oyobosu kakyozai bunkai zansa tofu no eikyo

    Tsurimoto, T.; Nagao, M.; Kosaki, M. [Toyohashi Univ. of Technology, Aici (Japan); Mizuno, Y. [Nagoya Inst. of Technology, Nagoya (Japan)

    1996-08-20

    Polyethylene is used widely as electrical insulating materials for electric power cables, while the heat-resistance and mechanical properties of low-density polyethylene are problematic since the crystal melting point thereof is around 105 to 110{degree}C. In this paper, curing by-products such as acetophenone are coated on the surface of low-density polyethylene film specimens to make the same diffusing into said specimen, and the effects thereof on localized heat generation and dielectric breakdown are examined. The following matters are clarified by the results of this study. Under dc voltage application, the increasing of temperature is observable in lower electrical field and more remarkable localized heat generation can be found simultaneously with the decrease of breakdown strength in said specimens compared with an un-coated specimen. Especially in acetophenone-coated specimen, dielectric breakdown strength is decreased to about half. Under ac voltage application, localized heat generation is increased and breakdown strength is decreased somewhat. 14 refs., 10 figs., 1 tab.

  10. 油田高温酸化缓蚀剂的合成及缓蚀性能%Synthesis and Performance of an Oilfield High-temperature Acidification Corrosion Inhibitor

    郭晓男; 陆原; 张勇; 刘振国; 胡瑞航; 王超明

    2012-01-01

    利用甲醛、苯乙酮、芳香胺通过Mannich反应合成一种油田高温酸化缓蚀剂。并利用失重法、电化学片和SEM分析等方法研究了该缓蚀剂的复配性能及缓蚀效果。通过试验得出了在甲醛、苯乙酮和芳香胺的摩尔比为4:2:1时,合成的Mannich化合物缓蚀效果最佳。%An oil-field high-temperature acidification corrosion inhibitor was synthesized through Mannich reaction by using formaldehyde, acetophenone and aromatic amine. Weight-loss method, electrochemical method and SEM were used to investigate the compound property and inhibition efficiency of this inhibitor. The results indicated that when the the molar ratio of formaldehyde, acetophenone and aromatic amine was 4 : 2 : 1, the inhibition efficiency of Mannich compound was good.

  11. 芳香酮曼尼希碱酸化缓蚀剂的合成及复配研究%Synthesis and complex of the corrosion inhibitor of mannich bases of aromatic ketones

    王霞; 白媛丽; 罗全民; 刘志辉

    2012-01-01

    37% Formaldehyde solution,acetophenone and diethylamine were chosed ultimately and these materials compounded a new type of mannich base hydrochloride acid inhibitor, and its complex research. The results showed that the best synthetic process conditions is diethylamine, formaldehyde, acetophenone molar ratio is:2:2:1 .reaction time is 8 h,reaction temperature is 80℃,,reaction system pH value is 4. Sodi-um tungstate and corrosion inhibitor have a positive synergies, potassium iodide negative synergistic effect.%以37%的甲醛溶液、苯乙酮和二乙胺为原料,合成一种新型曼尼希碱盐酸酸化缓蚀剂,并对其进行复配研究.结果表明,最佳合成条件为:二乙胺、37%甲醛溶液和苯乙酮的摩尔比为2:2:1,反应时间8h,反应温度80 ℃,pH值为4;钨酸钠和缓蚀剂有着很好的正协同效应,碘化钾与其有负协同效应.

  12. Synthesis and Anticonvulsant Activity of Some Newer Semicarbazone Derivatives

    Shahnawaz Sameem

    2012-07-01

    Full Text Available A series of 4-(3-Chlorophenyl-1-(substituted acetophenone semicarbazones 3(a-j was synthesized by starting with 3-chloroaniline which on reaction with sodium cyanate yielded 1-(3’-chlorophenyl urea (1 followed by reaction with hydrazine hydrate in the presence of ethanol gave 4-(3’-chlorophenyl semicarbazide (2. Compound (2 on condensation with substituted acetophenone gets converted in to final compounds 3(a-j. The purity of the newer compounds was checked by m.p. and TLC analysis. The structures of the newly synthesized compounds were characterized by FTIR, 1H NMR, EIMS-spectral data and elemental analysis. All the synthesized compounds were evaluated for their anticonvulsant activity by Maximal Electroshock (MES method by using phenytoin as standard at a concentration of 30 mg/kg. The anticonvulsant effect of the newly synthesized compounds was assessed by absence or reduction of hind limb tonic extensor phase. Among the synthesized derivatives compounds 3e and 3j were found to be the most potent compounds in the series.

  13. Molecular vibration-sensing component in human olfaction.

    Simon Gane

    Full Text Available Whether olfaction recognizes odorants by their shape, their molecular vibrations, or both remains an open and controversial question. A convenient way to address it is to test for odor character differences between deuterated and undeuterated odorant isotopomers, since these have identical ground-state conformations but different vibrational modes. In a previous paper (Franco et al. (2011 Proc Natl Acad Sci USA 108:9, 3797-802 we showed that fruit flies can recognize the presence of deuterium in odorants by a vibrational mechanism. Here we address the question of whether humans too can distinguish deuterated and undeuterated odorants. A previous report (Keller and Vosshall (2004 Nat Neurosci 7:4, 337-8 indicated that naive subjects are incapable of distinguishing acetophenone and d-8 acetophenone. Here we confirm and extend those results to trained subjects and gas-chromatography [GC]-pure odorants. However, we also show that subjects easily distinguish deuterated and undeuterated musk odorants purified to GC-pure standard. These results are consistent with a vibrational component in human olfaction.

  14. Odorous gaseous emissions as influence by process condition for the forced aeration composting of pig slaughterhouse sludge

    Highlights: • The gaseous emissions produced by various composting process conditions were characterized and quantified. • Nine compounds were potentially odorous: TMA, NH3, 2-pentanone, 1-propanol-2-methyl, acetophenone and sulphur forms. • The tested composting process conditions reduced odour emissions by a factor of 5–10. • A reduction of 105 to 106 is required to reach an odour threshold limit at peak event emissions. • Both aeration rate and bulking agent had the most impact on reducing odour emissions. - Abstract: Compost sustainability requires a better control of its gaseous emissions responsible for several impacts including odours. Indeed, composting odours have stopped the operation of many platforms and prevented the installation of others. Accordingly, present technologies collecting and treating gases emitted from composting are not satisfactory and alternative solutions must be found. Thus, the aim of this paper was to study the influence of composting process conditions on gaseous emissions. Pig slaughterhouse sludge mixed with wood chips was composted under forced aeration in 300 L laboratory reactors. The process conditions studied were: aeration rate of 1.68, 4.03, 6.22, 9.80 and 13.44 L/h/kg of wet sludge; incorporation ratio of 0.55, 0.83 and 1.1 (kg of wet wood chips/kg of wet sludge), and; bulking agent particles size of <10, 10 < 20 and 20 < 30 mm. Out-going gases were sampled every 2 days and their composition was analysed using gas chromatography coupled with mass spectrometry (GC–MS). Fifty-nine compounds were identified and quantified. Dividing the cumulated mass production over 30 days of composting, by odour threshold, 9 compounds were identified as main potential odour contributors: hydrogen sulphide, trimethylamine, ammonia, 2-pentanone, 1-propanol-2-methyl, dimethyl sulphide, dimethyl disulphide, dimethyl trisulphide and acetophenone. Five gaseous compounds were correlated with both aeration rate and bulking agent to

  15. Odorous gaseous emissions as influence by process condition for the forced aeration composting of pig slaughterhouse sludge

    Blazy, V., E-mail: vincent.blazy@irstea.fr [Irstea, UR GERE, 17 Avenue de Cucillé, CS 64427, F-35044 Rennes (France); Guardia, A. de, E-mail: amaury.de-guardia@irstea.fr [Irstea, UR GERE, 17 Avenue de Cucillé, CS 64427, F-35044 Rennes (France); Benoist, J.C; Daumoin, M. [Irstea, UR GERE, 17 Avenue de Cucillé, CS 64427, F-35044 Rennes (France); Lemasle, M.; Wolbert, D. [Laboratoire Sciences Chimiques de Rennes - équipe Chimie et Ingénierie des Procédés, UMR 6226 CNRS, ENSCR, Avenue du Général Leclerc, 35700 Rennes (France); Barrington, S., E-mail: suzellebarrington@sympatico.ca [Irstea, UR GERE, 17 Avenue de Cucillé, CS 64427, F-35044 Rennes (France); Concordia University, Department of Building, Civil and Environmental Engineering, 1455 de Maisonneuve, Montréal, QC H3G 1M8 (Canada)

    2014-07-15

    Highlights: • The gaseous emissions produced by various composting process conditions were characterized and quantified. • Nine compounds were potentially odorous: TMA, NH{sub 3}, 2-pentanone, 1-propanol-2-methyl, acetophenone and sulphur forms. • The tested composting process conditions reduced odour emissions by a factor of 5–10. • A reduction of 10{sup 5} to 10{sup 6} is required to reach an odour threshold limit at peak event emissions. • Both aeration rate and bulking agent had the most impact on reducing odour emissions. - Abstract: Compost sustainability requires a better control of its gaseous emissions responsible for several impacts including odours. Indeed, composting odours have stopped the operation of many platforms and prevented the installation of others. Accordingly, present technologies collecting and treating gases emitted from composting are not satisfactory and alternative solutions must be found. Thus, the aim of this paper was to study the influence of composting process conditions on gaseous emissions. Pig slaughterhouse sludge mixed with wood chips was composted under forced aeration in 300 L laboratory reactors. The process conditions studied were: aeration rate of 1.68, 4.03, 6.22, 9.80 and 13.44 L/h/kg of wet sludge; incorporation ratio of 0.55, 0.83 and 1.1 (kg of wet wood chips/kg of wet sludge), and; bulking agent particles size of <10, 10 < 20 and 20 < 30 mm. Out-going gases were sampled every 2 days and their composition was analysed using gas chromatography coupled with mass spectrometry (GC–MS). Fifty-nine compounds were identified and quantified. Dividing the cumulated mass production over 30 days of composting, by odour threshold, 9 compounds were identified as main potential odour contributors: hydrogen sulphide, trimethylamine, ammonia, 2-pentanone, 1-propanol-2-methyl, dimethyl sulphide, dimethyl disulphide, dimethyl trisulphide and acetophenone. Five gaseous compounds were correlated with both aeration rate and

  16. 微波-相转移催化合成含杂环查尔酮衍生物的研究%Synthesis Process Optimization of Heterocyclic Chalcone Derivative by Phase Transfer Catalysis

    姬广军; 杨金凤; 刘红; 廉宜君

    2014-01-01

    查尔酮衍生化及其合成方法是合成工作者关注的一个热点。本文在微波辐射下,引入TBAB(四丁基溴化铵)作为相转移催化剂,以苯乙酮衍生物(1a~1d)、苯肼、苯乙酮衍生物(1e~1f)等为原料,合成了8种新的查尔酮衍生物(4a~4d,5a~5d);通过实验考察了物料比、微波辐射功率、微波辐射时间及催化剂用量等工艺条件对产物产率的影响;采用正交实验确定出查尔酮的最佳合成条件为:1,3-2苯基-4-甲酰基吡唑与苯乙酮物质的量比1∶1,微波输出功率为140 W,微波辐射间歇加热反应时间为30 min,四丁基溴化铵的量为0.4 g时,产率为87%~91%。%4-formylpyrazole (3a~3d) were obtained by substituted acetophenones (1a~1d) and phenylhydrazine under microwave irradiation conditions.Eight chalcone derivative (4a~4d,5a~5d) were synthesized by 3a~3d and substituted acetophenones in aqueous alkaline solution and TBAB (tertranutylammonium bromide)was phase transfer catalyst.The synthesis technology chalcone (4a) was studied.Effects of raw materials mole ratio,microwave radiation power,reaction time and dosage of phase transfer catalyst on the product yield were investigated.The optimum sythesis conditions are 1,3-2-phenyl-4-formylpyrazole to acetophenone mole ratio,microwave power reaction,microwave irradiation time,dosage of phase transfer catalyst are 1∶1,140 W,30 min and 0.4 g,respectively.The synthesis reaction were easily worked up with short time,high yields and green initiative.

  17. Spectroscopic and theoretical studies of some p-substituted α-methylthio-α-diethoxyphosphorylacetophenones

    Reis, A. K. C. A.; Olivato, P. R.; Zukerman-Schpector, J.; Tormena, C. F.; Rittner, R.; Domingues, N. L. C.; Dal Colle, M.

    2006-10-01

    The analysis of the IR carbonyl band of the α-methylthio-α-diethoxyphosphoryl p-substituted acetophenones p-Y-Ph-C(O)CH[SMe][P(O)(OEt) 2] (Y = OMe 1, H 2, F 3, Cl 4, Br 5 and NO 26), supported by HF/6-31G** ab initio calculations of the α-methylthio-α-diethoxyphosphoryl acetophenone 2, indicated the existence of a single stable c1 conformer in gas phase and in solvents of increasing polarity, along with the presence of a second high energy conformation in gas phase. The c1 conformer presents the (SMe) group in a syn-clinal ( gauche) geometry and the [P(O)(OEt 2)] group in a quasi-periplanar ( quasi-cis) geometry with respect to the carbonyl group, which is stabilized by the synergism of the n S/π* CO and σ C-S/ π* CO orbital interactions and Oδ-(PO)⋯ Cδ+(CO) orbital and Coulombic interactions, acting to increase the carbonyl oxygen negative charge, and in turn facilitates the Oδ-(CO)⋯ Pδ+(PO) electrostatic interaction. The negative and almost constant carbonyl frequency shifts (Δ ν) of ca. -11 cm -1 for compounds 1- 6 relative to the parent acetophenones 7- 12, in CCl 4, corroborate the prevalence of the electronic interactions over the (- Iσ) inductive effect of the α-substituents for the title compounds. The X-ray diffraction analysis for 3 indicates that it exists in the solid state in the c1' conformation, which is stabilized by the intramolecular O δ- (1) [CO}⋯ P δ+ (5) [PO] and H δ+ (10) [SMe]⋯O δ- (6) [PO] orbital and electrostatic (hydrogen bond) interactions. Moreover, these molecules form dimers which are stabilized through intermolecular hydrogen bonds H δ+ (4) [CH]⋯O δ- (1) [CO], H δ+ (5') [Ph]⋯ O δ- (6) [PO] and H δ+ (6') [Ph]⋯ O δ- (6) [PO].

  18. Study on a new process for the synthesis of homophenylalanine%高苯丙氨酸的合成新工艺研究

    张婷; 徐时良; 李景华

    2011-01-01

    Homophenylalanine is an unnatural amino acid which could be used in the synthesis of angiotensin converting enzyme inhibitors and other pharmaceuticals. It has been synthesized via condensation of acetophenone with diethyl oxalate, amination with NH4OAc, and reduction with hydrogen catalyzed by Pd/C. The optimum conditions were as follows: (1) condensation reaction by adding fresh NaOEt to the mixture of acetophenone and diethyl oxalate with the molar ratio of acetophenone to diethyl oxalate 1∶1.5; (2) amination reaction by mechanochemically grinding with NH4OAc; (3) reduction reaction by Pd/C catalyzed hydrogenation in autoclave at 90 ℃under 5 MPa pressure to afford the target product. Under the optimal conditions, the overall yield of homophenylalanine is 87 %. The target compound and key intermediate were characterized by nuclear magnetic resonance (NMR). The advantages of the above synthetic process are cheap raw materials,high overall yield and green procedure.%高苯丙氨酸为非天然氨基酸,是合成血管紧张转化酶(ACE)抑制剂以及其他药物的重要中间体.研究了以苯乙酮为原料与草酸二乙酯缩合,再与醋酸铵进行氨化反应,最后在钯炭催化下进行氢化还原得到高苯丙氨酸的新工艺.较佳反应条件是:(1)缩合反应,将新制的乙醇钠滴加到溶有苯乙酮以及草酸二乙酯的甲苯溶液中且n(苯乙酮):n(草酸二乙酯)=1:1.5;(2)氨化反应,采用用机械研磨的固相合成方法;(3)氢化还原反应,在高压釜中(5 MPa,90℃)进行得到目标产物.在较佳工艺条件下,反应总收率达87%以上.产品及重要中间体结构经核磁共振确认.该过程所用原料廉价、反应高效、绿色.

  19. Synthesis of Co9S8 and CoS nanocrystallites using Co(II) thiosemicarbazone complexes as single-source precursors

    Amol S Pawar; Shivram S Garje

    2015-12-01

    Cubic Co9S8 and hexagonal CoS nanocrystallites were prepared by pyrolysis and solvothermal decomposition methods using Co(LH)2Cl2 and CoL2 (where LH = thiosemicarbazones of furfuraldehyde, cinnamaldehyde and 4-fluoro-acetophenone) as single-source precursors. These nanocrystallites were characterized by powder X-ray diffraction, scanning electron microscopy, transmission electron microscopy (TEM), selected area electron diffraction, UV–Vis, PL and Raman spectroscopic techniques. From TEM images, the average grain size of asprepared cobalt sulphide nanocrystallites was found to be 7–10 nm. Depending on experimental conditions, various morphologies such as spherical, pyramidal, hollow spheres, etc. are observed in the TEM images.

  20. Influence of Hg2+ on the excited states of DNA: photochemical consequences

    Rahn, Ronald O.

    1977-01-01

    Bound Hg/sup 2 +/ quenches thymine dimerization and thymine phosphorescence in DNA only when bases other than thymine are mercurated. Triplet sensitization studies show that this quenching can occur at the triplet level. However, room temperature fluorescence studies indicate that only a fraction of the short-lived (approximately 10/sup -12/ sec) thymine singlet state is quenched by Hg/sup 2 +/ enhanced intersystem crossing. Hence, at room temperature the most likely mechanism for quenching of photodimerization in DNA involves energy trapping at the singlet level by a neighboring mercurated base, presumably adenine which has the largest red shift in its absorbance upon complexing with Hg/sup 2 +/. At 77 K, on the other hand, Hg/sup 2 +/ can completely quench the fluorescence of all the bases because of the longer singlet lifetimes. Consequently the quenching of the thymine phosphorescence occurs via triplet transfer, a result substantiated by acetophenone sensitization studies at room temperature.

  1. Synthesis of Novel Flavanone Derivatives and Their Anti Staphylococcus aureus Evaluation

    XU Qing-hui; LI Ji-zhen; HE Jiang-hua; ZHAO Xin; HUO Qi-sheng

    2013-01-01

    The authors synthesized two novel flavanones bearing iso-pentenyl side chain and evaluated their anti Staphylococcus aureus(S.aureus) activity.The target compounds 7a[2-5'-(l",2"-dimethylallyl)-2'-methoxy-4',5,7-tetrahydroxyflavanone] and 7b[2-5'-(l",2"-dimethylallyl)-3'-methoxy-4',5,7-tetrahydroxyflavanone] were synthesized respectively through total four steps starting from 2,4,6-trihydroxy acetophenone(3) and the corresponding iso-pentenyl substituted benzaldehyde(1),in which the 1,2-dimethyl-2-propenyl group had been introduced previously via abnormal Claisen rearrangement.The bioactivities of the two flavanones against S.aureus strains ATCC 25923,29213,and MRSA 252 were evaluated,showing the same minimum inhibitory concentration(MIC) value of 16 μg/mL.

  2. Synthesis, characterization and antiamoebic activity of chalcones bearing N-substituted ethanamine tail.

    Leeza Zaidi, Saadia; Mittal, Sonam; Rajala, Maitreyi S; Avecilla, Fernando; Husain, Mohammad; Azam, Amir

    2015-06-15

    A series of chalcones (4-21) possessing N-substituted ethanamine were synthesized by the aldol condensation reaction of 1-(4-(2-substituted ethoxy)phenyl)ethanones with different aldehydes preceded by the reaction of 2-chloro N-substituted ethanamine hydrochloride and 4-hydroxy acetophenone. The structure of all the synthesized compounds was elucidated by various spectral and X-ray diffraction studies. The compounds were screened against HM1: IMSS strain of Entamoeba histolytica and cytotoxicity was performed on A549 (non-small cell lung cancer cell line) cells by MTT assay. Out of eighteen compounds twelve showed better activity then the standard drug metronidazole. The compound 9, 14 and 19 showed good cell viability, hence were least toxic. PMID:26021707

  3. Synthesis and anti-inflammatory evaluation of new 1,3,5-triaryl-4,5-dihydro-1H-pyrazole derivatives possessing an aminosulphonyl pharmacophore.

    Abdellatif, Khaled R A; Abdelgawad, Mohamed A; Elshemy, Heba A H; Alsayed, Shahinda S R; Kamel, Gehan

    2015-11-01

    A novel series of 2-pyrazoline derivatives 13a-l was synthesized via aldol condensation of 4-substituted acetophenones with appropriately substituted aldehydes followed by cyclization of the formed chalcones with 4-hydrazinobenzenesulfonamide hydrochloride. The chemical structures of the target pyrazoline derivatives were proved by means of IR, (1)H NMR, (13)C NMR, mass spectroscopy and elemental analyses data. All the synthesized compounds were evaluated for their cyclooxygenase selectivity, anti-inflammatory and ulcerogenic liability. While compounds 13e, 13h and 13i showed moderate COX-2 selectivity in vitro and good anti-inflammatory activity in vivo, compound 13i showed the highest anti-inflammatory activity that is very close in potency to the reference drug (celecoxib) with better gastric profile than celecoxib. PMID:25904239

  4. Synthesis, characterization and catalytic oxidation properties of multi-wall carbon nanotubes with a covalently attached copper(II) salen complex

    Hydroxyl functionalized copper(II) Schiff-base, N,N'-bis(4-hydroxysalicylidene)-ethylene-1,2-diaminecopper(II), [Cu((OH)2-salen)], has been covalently anchored on modified MWCNTs. The new modified MWCNTs ([Cu((OH)2-salen)]-MWCNTs) have been characterized by TEM, thermal analysis, XRD, XPS, UV-vis, DRS, FT-IR spectroscopy and elemental analysis. The modified copper(II) MWCNTs solid was used to affect the catalytic oxidation of ethylbenzene with tert-butylhydroperoxide as the oxidant at 333 K. The system is truly heterogeneous (no leaching observed) and reusable (no decrease in activity) in three consecutive runs. Acetophenone was the major product though small amounts of o- and p-hydroxyacetophenones were also formed revealing that C-H bond activation takes place both at benzylic and aromatic ring carbon atoms. Ring hydroxylation was more over the 'neat' complexes than over the encapsulated complexes.

  5. Study of compounds emitted during thermo-oxidative decomposition of polyester fabrics

    Dzięcioł Małgorzata

    2016-03-01

    Full Text Available Compounds emitted during thermo-oxidative decomposition of three commercial polyester fabrics for indoor outfit and decorations (upholstery, curtains were studied. The experiments were carried out in a flow tubular furnace at 600°C in an air atmosphere. During decomposition process the complex mixtures of volatile and solid compounds were emitted. The main volatile products were carbon oxides, benzene, acetaldehyde, vinyl benzoate and acetophe-none. The emitted solid compounds consisted mainly of aromatic carboxylic acids and its derivatives, among which the greatest part took terephthalic acid, monovinyl terephthalate and benzoic acid. The small amounts of polycyclic aromatic hydrocarbons were also emitted. The emission profiles of the tested polyester fabrics were similar. The presence of toxic compounds indicates the possibility of serious hazard for people during fire.

  6. Hidrogenação eletrocatalítica de substratos orgânicos utilizando eletrodos modificados poliméricos contendo partículas de Ni/Pd e Ni/Pt Electrocatalytic hydrogenation of organic substrates on polymer modified electrodes embedding Ni/Pd and Ni/Pt particles

    Fabiana L. S. Purgato

    2009-01-01

    Full Text Available Novel modified electrodes bearing dispersed Pd and Pt particles have been prepared from poly (allyl ether of the p-benzenesulfonic acid films with incorporated nickel particles making use of galvanic displacement reactions. The SEM analysis of the new modified electrodes revealed efficient deposition of Pd but weak up-take of Pt. Electrocatalytic hydrogenation of several classes of organic substrates were carried out using the MEs Ni, Ni/Pd and Ni/Pt. The Ni/Pd ME showed to be the best of them for the hydrogenation of double, triple and carbonyl bonds. The complete hydrogenation of the aromatic rings for the well-adsorbed substrates acetophenone and benzophenone is noteworthy.

  7. Synthesis, characterization, thermal and electrical studies of poly schiff base chelates of VO(IV), MoO2(VI) and UO2(VI)

    Polychelates of VO (IV), MoO2 (VI) and UO2(VI) with Schiff base ligand 2,4 dihydoxy-5-acetyl acetophenone-1,4-diaminobutane (DHADAB) have been synthesized and characterized by elemental analysis, IR and electronic spectra, 1H-NMR spectra, magnetic susceptibility, electrical conductivity measurements and thermogravimetric analysis. An octahedral geometry has been assigned to MoO2(VI) and UO2(VI) complexes while square pyramidal geometry for VO(IV) complexes. The thermal behaviour of the chelates was studied and kinetic parameters were determined by Coats-Redfern method and suggest more ordered activated state in complex formation. The solid state electrical conductivity of the ligand and its polychelates have been studied and it increases with increasing the temperature indicates their semiconducting behaviour. (author)

  8. Proficient Procedure for Preparation of Quinoline Derivatives Catalyzed by NbCl5 in Glycerol as Green Solvent

    Mohammad Ali Nasseri

    2015-01-01

    Full Text Available Quinolines, an important class of potentially bioactive compounds, have been synthesized by treatment of o-aminoaryl ketones and carbonyl compound utilizing niobium (V chloride (NbCl5 as an available and inexpensive catalyst. The quinoline derivatives were prepared in glycerol, an excellent solvent in terms of environmental impact, with high yields (76–98% and short reaction times (20–90 min. Not only diketones but also ketones afforded the desired products in good to excellent yields. The reaction time of 2-amino-5-chlorobenzophenone and dicarbonyl compounds was longer than that of 2-aminobenzophenone. The reaction of cyclic diketones took place faster than open chain analogues. These reactions also proceeded with acetophenone derivatives. In these cases the reaction times are longer.

  9. Synthesis, X-ray Crystal Structure and Reaction of Dimethylphenacylsulfonium Bromide in DMSO-HBr System%DMSO-HBr体系中二甲基苯甲酰亚甲基锍盐的合成、晶体结构及反应研究

    曹志凌; 刘冰; 刘玮炜; 姚国伟; 程青芳

    2011-01-01

    Dimethylphenacylsulfonium bromide was synthesized from acetophenone in DMSO-HBr (dimethyl sulfoxide-hydrogen bromide) system and its crystal structure was determined by X-ray diffraction analysis. Dimethylphenacylsulfonium bromide could be transformed to phenylglyoxal both in DMSO-HBr and DMSO system. These studies contributed new evidence for understanding the mechanism of the oxidation process in DMSO-HBr system.%在DMSO-HBr(二甲基亚砜-溴化氢)体系中,以苯乙酮为原料合成得到二甲基苯甲酰亚甲基锍盐,用x射线单晶衍射法测定了该化合物的晶体结构.二甲基苯甲酰亚甲基锍盐在DMSO或DMSO-HBr体系中均可以转化为苯基乙酮醛,为DMSO-HBr氧化机理研究提供了新的依据.

  10. Synthesis of novel indolyl-pyrimidine antiinflammatory, antioxidant and antibacterial agents

    Panda S

    2008-01-01

    Full Text Available A number of chalcones were synthesized by reacting indole-3-aldehyde, prepared by Vilsemeir Haack reaction with 4-substituted acetophenone in NaOH solution in ethanol. These chalcones were immediately reacted with urea, thiourea and guanidine hydrochloride in presence of concentrated hydrochloric acid as reagent to obtain the corresponding hydroxy, thio and amino pyrimidines. The synthesized heterocyclics were characterized on the basis of physical, chemical tests and spectroscopic data and were tested for the acute antiinflammatory activity, antioxidant, antibacterial activity using carragenan-induced rat paw oedema method, DPPH (diphenylpicrylhydrazyl radical scavenging method and cup plate method using Muller-Hinton agar media respectively. Evaluation of the compounds revealed remarkable antiinflammatory activity reflected by their ability to reduce the carragenan-induced inflammation in rats, appreciable antioxidant activity and also antibacterial activity was observed.