CAS: 4513-94-4; Pyrrole-2-Carbonitrile

该化合物是一个有机化合物,其特点是有五人组成的热气环,含有一个氮原子; 火花环的2位置上存在一个碳酸(-CN)组,使该化合物具有不同特性,有助于其反应和在各种化学合成中的潜在应用. 火花-2-碳三利一般是无色的,可粉黄的黄色液体或固体,视其纯度和形态而定. 众所周知,它有能力参与由该铁环组的电子提取性质造成的核感性反应,使其成为制药,农用化学品和其他有机化合物合成中有价值的中间体. 此外,该化合物可能由于烧花和铁合体功能之间的调合而表现出有趣的电子特性. 与许多含氮的乙型循环一样,必须谨慎地处理硫酸-2-碳三利,因为如果在实验室中或实验室中工作,可能会对健康造成风险.

结构式图片

相似化合物

1003-29-8 634-97-9 4551-72-8

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ECHA物质C&L通报

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合成工艺路线路线简述

  • 合成目标产物 Pyrrole-2-Carbonitrile 主要起始原料 Pyrrole-2-Carboxaldehyde
  • (文献来源)合成步骤主要原料 Pyrrole-2-Carboxaldehyde
1H-吡咯-2-甲酰胺置于二吗啉基亚膦酰氯,三乙胺体系中,用 二氯甲烷 作为反应溶剂,化学反应 2.5H,以80%的收率获得产物吡咯-2-腈
参考文献:双吗啉代磷酰氯,一种用于将伯酰胺转化为腈的新型试剂
标题:双吗啉代磷酰氯,一种用于将伯酰胺转化为腈的新型试剂
摘要:在碱存在下,双吗啉代磷酰氯(bmpc)是芳族和脂族伯酰胺的有效脱水剂,并在温和条件下以高收率和纯度提供相应的腈.在反应过程中,对映体完整性保持完整.
DOI:10.1016/j.Tetlet.2020.152747

海关参考信息

专利信息


专利号:WO-2025078932-A1
优先权日:2023-10-09
标题 :A process for selective dimethyl carbonate (dmc) synthesis and a system thereof
发明人:PULIKKEEL UNNIKRISHNAN; ROUTRAY KAMALAKANTA; CHINTHALA PRAVEEN KUMAR; DAS ASIT KUMAR
权利人:RELIANCE INDUSTRIES LTD
摘要:The present disclosure provides a process for the selective synthesis of dimethyl carbonate 0 (DMC). More particularly, the present disclosure provides a process for inhibiting catalyst deactivation in a process for selective DMC synthesis. The process is particularly characterized by conducting the process in the presence of a small quantity of air. Further provided herein is a system for facilitating the said process. The process and the system (Figure 1) of the present disclosure prolong the life of the catalyst by virtue of introduction of air into the reactor.

专利号:WO-2025078933-A1
优先权日:2023-10-09
标题 :A process for selective dimethyl carbonate (dmc) synthesis and a system thereof
发明人:PULIKKEEL UNNIKRISHNAN; ROUTRAY KAMALAKANTA; CHINTHALA PRAVEEN KUMAR; DAS ASIT KUMAR; MANDAL SUKUMAR
权利人:RELIANCE INDUSTRIES LTD
摘要:The present disclosure provides a process for the continuous and selective synthesis of Dimethyl carbonate (DMC) addressing issues such as choking, reagent consumption and other downstream issues. The process of the present disclosure is characterized by integration of 2 reactions, one for the conversation of alcohol and carbon dioxide to DMC in the presence of a nitrile based dehydrating agent and the second for the re-generation of the nitrile based dehydrating agent in the presence of a suitable solvent. Further provided herein is a system (Figure 1) for facilitating the said process. The process is characterized by prolonged catalyst activity, efficient regeneration of reactants, low energy requirements and simple regeneration procedures.

专利号:US-6441194-B1
优先权日:1999-10-21
标 题 :Synthesis of 4-substituted pyrrole-2-carbaldehyde compounds
发明人:LIEBESKIND LANNY S; LIU WANSHENG
权利人:UNIV EMORY
摘要:The invention relates to an a process for making a 4-substituted pyrrole-2-carbaldehyde compound comprising reacting: n a. a pyrrole-2-carbaldehyde compound; and n b. an alkylating agent; n c. in the presence of at least one catalyst; to form a 4-alkyl substituted pyrrole-2-carbaldehyde compound.

专利号:US-7399870-B2
优先权日:2004-03-30
标 题 :Synthesis of pyrrole-2-carbonitriles
发明人:HELOM JEAN LOUISE; RUBEZHOV ARKADIY ZINOVIY; PILCHER ANTHONY SCOTT; WILK BOGDAN KAZIMIERZ
权利人:WYETH CORP
摘要:The instant invention concerns processes for the production of pyrrole-2-carbonitriles such as 1-methylpyrrole-2-carbonitrile. Such processes preferably comprise the steps of reacting a pyrrole with chlorosulfonyl isocyanate in the presence of a solvent and contacting the resulting product with a molar excess of an amide such as N,N-dimethylformamide. The product of this contacting step is then contacted with a molar excess of an organic base to produce a precipitate and a solution phase. The precipitate is then separated from the solution phase and the corresponding pyrrole-2-carbonitrile is isolated from the resulting solution phase.

专利号:US-2008319204-A1
优先权日:2007-06-25
标题 :Process for the synthesis of progesterone receptor modulators
发明人:WU YANZHONG; SUTHERLAND KAREN; CONSIDINE JOHN LEO; WILK BOGDAN KAZIMIERZ; GIGUERE PIERRE; MACEWAN MICHAEL; SHARMA ARCHANA; GONTCHAROV ALEXANDER
权利人:WYETH CORP
摘要:Processes for preparing substituted oxindole-2-ones, and specifically the following, are described, wherein R 1 -R 4 , R 6 , and n are defined herein. The processes include reacting a first alkali metal hydroxide, a tetraalkyl ammonium salt, a benzonitrile, and R 6 X or XCH 2 (CH 2 ) n X′, wherein R 6 is C 1 to C 6 alkyl, substituted C 1 to C 6 alkyl, C 3 to C 8 cycloalkyl, substituted C 3 to C 8 cycloalkyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, heterocyclic, or substituted heterocyclic, X and X′ are, independently, leaving groups, and n is 1 to 5; (ii) reacting the product of step (i) with a second alkali metal hydroxide at a temperature of at least about 60° C.; (iii) reacting the product of step (ii) with an alkali alkoxide at a temperature of at least about 140° C. to form an oxindol-2-one; (iv) brominating the oxindol-2-one; and (v) coupling the brominated oxindol-2-one with a coupling reagent.

专利号:US-3886180-A
优先权日:1973-03-15
标 题:Process for the synthesis of N-hydroxypyrroles
发明人:ABRAMOVITCH RUDOLPH ABRAHAM; CUE JR BERKELEY WENDELL
权利人:ABRAMOVITCH RUDOLPH ABRAHAM; CUE JR BERKELEY WENDELL
摘要:A process is described for the preparation of N-hydroxypyrrole2-carbonitriles, N-hydroxyimidazole-2-carbonitriles, pyrrole-2carbonitriles, and 3-substituted-2, 3-dihydro-2-pyrrolones by thermally decomposing 2-azidoheteroaromatic N-oxides. In the process a 2-azidoheteroaromatic N-oxide is heated in a suitable solvent for a period of time sufficient to bring the reaction to completion. Removal of the solvent by conventional methods gives the desired product. Which product is obtained is determined by the choice of solvents. In non-polar aprotic solvents, Nhydroxypyrrole-2-carbonitriles or N-hydroxyimidazole-2carbonitriles are obtained. In nucleophilic solvents capable of undergoing Michael-type additions pyrrole-2-carbonitriles, imidazole-2-carbonitriles, and 3-substituted-2,3-dihydro-2pyrrolone derivatives are obtained where a solvent molecule comprises the 3-substituent. These compounds are useful as antibaterials, e.g., against E. Coli.
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主要参考文献

参考标题:Selective Naoh-Catalysed Hydration Of Aromatic Nitriles To Amides
作者:Thibault E. Schmid,Alberto Gómez-Herrera,Olivier Songis,Deborah Sneddon,Antoine Révolte,Fady Nahra,Catherine S. J. Cazin
摘要:The Selective Synthesis Of Aromatic And Heteroaromatic Amides Through Base-Catalysed Hydration Of Nitriles Was Achieved Using Inexpensive And Commercially Available Naoh As The Only Catalyst. A Wide Range Of Nitriles Was Selectively Converted To Their Corresponding Amides. Kinetic Studies Show That The Double Hydration Of Nitriles Towards Undesirable Carboxylic Acids Is Negligible Under Our Reaction

合成参考文献


摘要:Lubell, W. D.; St-Cyr, D. J.; Dufour-Gallant, J.; Hopewell, R.; Boutard, N.; Kassem, T.; Dörr, A.; Zelli, R., Science of Synthesis Knowledge Updates, (2013) 1, 356.
摘要:Castle, S. L., Science of Synthesis Knowledge Updates, (2011) 4, 349.
摘要:Furuta, T.; Kawabata, T., Science of Synthesis: Asymmetric Organocatalysis, (2012) 1, 529.
摘要:Chen, S.; Salo, E. C.; Kerrigan, N. J., Science of Synthesis: Asymmetric Organocatalysis, (2012) 1, 458.
摘要:Zhang, F.-G.; Ma, J.-A., Science of Synthesis: Knowledge Updates, (2025) 2.
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