CAS: 1468-83-3; 3-Acetylthiophene

该化合物是一种有机化合物,其特征是硫苯环,这是一个五人组成的芳香环,含有硫磺;在硫苯环的三处位置存在一个乙酰组,有助于其反应和特性.该化合物一般是黄色至棕色液体,有独特的气味;在乙醇和乙醚等有机溶剂中可溶解,但水溶性有限. 3-乙酰芬因其在有机合成中的应用而闻名,特别是在生产各种药品和农用化学品方面.其结构允许进行电子替代反应,使其在化学合成中成为多用途中间体.此外,由于硫苯环与乙酰胺混合物的碳酰组之间的混杂,该化合物具有有趣的电子特性.安全数据表明,应谨慎处理该物质,因为它可能会引起皮肤和眼睛的刺激.

结构式图片

相似化合物

14861-60-0 51179-52-3 222609-67-8

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

3-thiophene carboxylic acid chloride dimethylcadmium 3-acetyl-2,5-dichlorothiophene methyllithium 1-[3]thienyl-ethanone-(2,4-dinitro-phenylhydrazone) (thienyl-3) glyoxal 2-(thiophene-3-yl) acetamide 1-(2-bromo-thien-4-yl)ethanone

合成工艺路线路线简述

    1-(噻吩-3-基)乙醇置于亚硝酸特丁酯,氧气,3,6-二-2-吡啶基-1,2,4,5-四嗪,溶剂黄146体系中,用 乙腈 用作溶剂,化学反应 4.5H,以71%的收率获得3-乙酰基噻吩
    参考文献:Metal Free Visible Light Driven Oxidation Of Alcohols To Carbonyl Derivatives Using 3,6-Di(Pyridin-2-yl)-1,2,4,5-Tetrazine (Pytz) As Catalyst
    标题:Metal Free Visible Light Driven Oxidation Of Alcohols To Carbonyl Derivatives Using 3,6-Di(Pyridin-2-yl)-1,2,4,5-Tetrazine (Pytz) As Catalyst
    摘要:在可见光照射下,在室温下使用二(吡啶-2-基)-1,2,4,5-四唑(pytz)作为催化剂,成功实现了醇类向相应酮类的金属无催化转化,且收率较高.
    Doi:10.1039/c5Ra18151H

    海关参考信息

    专利信息


    专利号:US-5059709-A
    优先权日:1990-11-13
    标题 :Process for the synthesis of α-[(dialkylamino)substituted-methylene]-β-oxo-(substituted)propanentriles
    发明人:DUSZA JOHN P; CHURCH ROBERT F
    权利人:AMERICAN CYANAMID CO
    摘要:A novel process for producing α-[(dialkylamino) substituted-methylene]β-oxo-(substituted) propanenitriles of the formula: ##STR1## where R, R 1 and R 2 are defined in the specification by reacting a substituted isoxazole with a diaklylamide dimethylacetal is provided.

    专利号:US-6005103-A
    优先权日:1993-11-19
    标题 :Pyrone derivatives as protease inhibitors and antiviral agents
    发明人:DOMAGALA JOHN MICHAEL; LUNNEY ELIZABETH; PARA KIMBERLY SUZANNE; PRASAD JOSYULA VENKATA NAGENDR; TAIT BRADLEY DEAN
    权利人:WARNER LAMBERT CO
    摘要:The present invention relates to novel tri- and tetrasubstituted pyrones and related structures which potently inhibit the HIV aspartyl protease blocking HIV infectivity. The pyrone derivatives are useful in the development of therapies for the treatment of bacterial and viral infections and diseases, including AIDS. The present invention is also directed to methods of synthesis of multifunctionalized pyrones and of related structures.

    专利号:US-4471139-A
    优先权日:1982-05-24
    标题 :Processes for making 3-methylthiophene-2-carboxaldehyde and intermediates therefor
    发明人:ANDREWS GLENN C
    权利人:PFIZER
    摘要:Processes for preparing isomerically pure 3-methylthiophene-2-carboxaldehyde, an intermediate for synthesis of anthelmintic agents, by reaction of mercaptoacetaldehyde or the dimer, or a polymer thereof, or a dialkylacetal thereof in the presence of a base with (1) methyl vinyl ketone or an alpha- or beta-oxidized derivative of methyl vinyl ketone to form a 3-oxobutylmercaptoacetaldehyde or dialkyl acetal thereof, or an alpha- or beta-substituted derivative thereof which is then converted to 3-methylthiophene-2-carboxaldehyde via appropriate steps including, if necessary, treatment with acid, followed, if necessary, by enamine catalyzed cyclization and, in the case of using methyl vinyl ketone as reactant, a dehydrogenation step; or (2) 3-butyn-2-one to produce a mixture of isomeric 3-oxobut-1-enylmercaptoacetaldehyde or dialkyl acetals thereof which is cyclized to 3-methylthiophene-2-carboxaldehyde. n A further aspect of this invention is an improved process for making dialkyl acetals of 2-mercaptoacetaldehyde which comprises reacting an alkyl vinyl ether with sulfur chloride to produce a bis(2-chloro-2-alkoxy ethyl)disulfide which is then treated with an alcohol to afford a bis(2,2-dialkoxyethyl)disulfide which is reduced under alkaline conditions to 2-mercaptoethyl acetaldehyde alkali metal salt which can be alkylated to a thioether, a valuable intermediate.

    专利号:US-4775757-A
    优先权日:1986-09-22
    标题:Thienopyridines useful as cardiovascular agents
    发明人:KANOJIA RAMESH M; MCNALLY JAMES J; PRESS JEFFERY B
    权利人:ORTHO PHARMA CORP
    摘要:The synthesis of thienopyridine derivatives is described. The novel thienopyridine derivatives are cardiotonic agents and renal vasodilating agents. The compounds are useful as cardiovascular agents.

    专利号:US-4476312-A
    优先权日:1982-05-24
    标 题:Processes for making 3-methylthiophene-2-carboxaldehyde and intermediates therefor
    发明人:ANDREWS GLENN C
    权利人:PFIZER
    摘要:Processes for preparing isometrically pure 3-methylthiophene-2-carboxaldehyde, an intermediate for synthesis of anthelmintic agents, by reaction of mercaptoacetaldehyde or the dimer, or a polymer thereof, or a dialkylacetal thereof in the presence of a base with (1) methyl vinyl ketone or an alpha- or beta- oxidized derivative of methyl vinyl ketone to form a 3-oxobutylmercaptoacetaldehyde or dialkyl acetal thereof, or an alpha- or beta-substituted derivative thereof which is then converted to 3-methylthiophene-2-carboxaldehyde via appropriate steps including, if necessary, treatment with acid, followed, if necessary, by enamine catalyzed cyclization and, in the case of using methyl vinyl ketone as reactant, a dehydrogenation step; or (2) 3-butyn-2-one to produce a mixture of isomeric 3-oxobut-1-enylmercaptoacetaldehyde or dialkyl acetals thereof which is cyclized to 3-methylthiophene-2-carboxaldehyde. n A further aspect of this invention is an improved process for making dialkyl acetals of 2-mercaptoacetaldehyde which comprises reacting an alkyl vinyl ether with sulfur chloride to produce a bis(2-chloro-2-alkoxy ethyl)disulfide which is then treated with an alcohol to afford a bis(2,2-dialkoxyethyl)disulfide which is reduced under alkaline conditions to 2-mercaptoethyl acetaldehyde alkali metal salt which can be alkylated to a thioether, a valuable intermediate.

    专利号:EP-0729465-B1
    优先权日:1993-11-19
    标 题:Pyrone derivatives as protease inhibitors and antiviral agents
    发明人:DOMAGALA JOHN MICHAEL; LUNNEY ELIZABETH; PARA KIMBERLY SUZANNE; PRASAD JOSYULA VENKATA NAGENDR; TAIT BRADLEY DEAN
    权利人:PARKE DAVIS & CO
    摘要:The present invention relates to novel tri- and tetrasubstituted pyrones and related structures which potently inhibit the HIV aspartyl protease blocking HIV infectivity. The pyrone derivatives are useful in the development of therapies for the treatment of bacterial and viral infections and diseases, including AIDS. The present invention is also directed to methods of synthesis of multifunctionalized pyrones and of related structures.
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    主要参考文献

    [参考文献]: Mehmet Aslanoglu, Et Al. A Poly(3-Acetylthiophene) Modified Glassy Carbon Electrode For Selective Voltammetric Measurement Of Uric Acid In Urine Sample. Chem Pharm Bull (Tokyo). 2008 Mar;56(3):282-6.

    合成参考文献


    摘要:Lipshutz, B. H.; Ghorai, S., Science of Synthesis Knowledge Updates, (2014) 2, 196.
    摘要:Schatz, J.; Seler, M., Science of Synthesis Knowledge Updates, (2011) 2, 398.
    摘要:Sharma, U.; Kumar, R.; Gupta, S. S.; Chandra, D., Science of Synthesis Knowledge Updates, (2022) 2, 165.
    摘要:Sharma, U.; Kumar, R.; Gupta, S. S.; Chandra, D., Science of Synthesis Knowledge Updates, (2022) 2, 185.
    摘要:Arai, N.; Ohkuma, T., Science of Synthesis: Stereoselective Synthesis, (2011) 2, 30.
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