2-氯-N-(3-氰基-4,5-二甲基-2-噻吩基)乙酰胺 | 124476-88-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 2-氯-N-(3-氰基-4,5-二甲基-2-噻吩基)乙酰胺
• 中文别名: 2-氯-N-(3-氰基-4,5-二甲基-噻吩-2-基)乙酰胺
• 英文名称: 2-Chloracteylamino-4,5-dimethyl-thiophen-3-carbonitril
• 英文别名: 2-Chlor-N-(3-cyano-4,5-dimethyl-thien-2-yl)-acetamid；PCM-0102202；2-chloro-N-(3-cyano-4,5-dimethylthiophen-2-yl)acetamide
• CAS: 124476-88-6
• 化学式: C₉H₉ClN₂OS
• mdl: MFCD02249755
• 分子量: 228.702
• InChiKey: FIXRIQLWMBHSRM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  81.1
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  2-氯-N-(3-氰基-4,5-二甲基-2-噻吩基)乙酰胺 在 ammonium hydroxide 作用下， 以 水 、 正丁醇 为溶剂， 反应 0.33h， 生成 N1-(3-Cyano-4,5-dimethyl-2-thienyl)-1-imino-2-(1-pyridinio)-ethanolat
  参考文献：
  名称：

  Rehwald, Matthias; Bellmann, Peter; Jeschke, Torsten, Advanced Synthesis and Catalysis, 2000, vol. 342, # 4, p. 371 - 378

  摘要：

  DOI：

文献信息

• New regio-selective method of combinatorial synthesis of substituted thiophenes, thieno[3,2-b]pyridines and other heterocycles via combination of ‘domino’-type reactions
  作者：Andrey A. Zubarev、Anatoliy M. Shestopalov、Natalia A. Larionova、Lyudmila A. Rodinovskaya、Alexander A. Shestopalov

  DOI：10.1016/j.tet.2013.09.025

  日期：2013.11

  We present a novel combinatorial multicomponent regio-selective approach towards the synthesis of thieno[3,2-b]pyridines and pyridine pyrans. The methodology is based on the ‘domino’-type reaction. The high regio-selectivity in this reaction is gained by the in situ generation of the mono-potassium salt of 2-cyano-1-mercaptoethenethiolate. We also demonstrate that the use of ethyl 2-cyanoacetate in

  我们提出了一个新颖的组合多组区域选择性方法向噻吩并[3,2-的合成b ]吡啶化合物和吡啶吡喃。该方法基于“多米诺”型反应。该反应中的高区域选择性是由原位生成2-氰基-1- mercaptoethenethiolate的单钾盐获得。我们还证明了在该反应中使用2-氰基乙酸乙酯作为CH-酸导致在Dieckmann缩合步骤终止多米诺序列，并产生了新颖的3-（4-cyano-3-hydroxy-5-（烷硫基）噻吩-2-基）-3-氧代丙酸酯。
• A facile synthesis of some thieno/furo-[2,3-<i>d</i>]pyrimidine-2-yl-thioacetic acid derivatives
  作者：S̨Eref Demirayak、Usama Abu Mohsen

  DOI：10.1002/jhet.5570380234

  日期：2001.3

  The reaction of 2-(α-chloroacetamido)-3-cyano-4,5-disubstituted thiophenes/furanes with ammonium thiocyanate in methanol or ethanol afforded methyl or ethyl (4-amino-5,6-disubstituted thieno/furo[2,3-d]-pyrimidine-2-yl)thioacetates in good yields.

  2-（α-氯乙酰胺基）-3-氰基-4,5-二取代噻吩/呋喃与硫氰酸铵在甲醇或乙醇中的反应得到甲基或乙基（4-氨基-5,6-二取代噻吩/呋喃[2， 3 - d ]-嘧啶-2-基）硫代乙酸酯，收率高。
• Neue Synthese von substituierten 4-Amino-chinazolinen und deren Heteroanalogen
  作者：K. Gewald、H. Sch�fer、K. Eckert、T. Jeschke

  DOI：10.1002/prac.19963380144

  日期：——

  N-Chloracetyl-anthranilonitriles react with potassium thiocyanate in the presence of alcohol to the (4-amino-quinazolin-2-yl-thio)-acetic acid ester (5). In the presence of water or primary amine the acetic acid derivative (6) or the acetic acid amide derivatives (7) are obtained. 2,4-Diamino-quinazolines (8) arise if vigorous reaction conditions are employed. With 2-chloracetylamino-cyclopent-1-en-carbonitrile as starting material the pyrimidines (11) are formed from the reaction with potassium thiocyanate. Analogously, (4-pyrimidyl-2-yl-seleno)-acetic acid ester (12) and (thiazolo[4,5d]pyrimid-2-yl-seleno)-acetic acid derivatives (16)can be prepared with potassium selenocyanate. N-Chloracetyl derivatives of 5-membered heterocycles with enamino-nitrile structure (13, 15, 18, 20) react with potassium thiocyanate to yield thieno[2,3-d]-, thiazolo[4,5-d]-, pyrrolo[2,3-d]-, furo[2,3-d]and pyrazolo[4,3-d]pyrimidines (14, 16, 19a, 19b, 21).
• Synthese und Reaktionen von 2-Amino-1-aryl-5-oxo-?2-pyrrolin-3-carbonitrilen
  作者：Harry Sch�fer、Karl Gewald

  DOI：10.1007/bf00811744

  日期：1989.4
• SCHAFER, HARRY;GEWALD, KARL, MONATSH. CHEM., 120,(1989) N, C. 315-322
  作者：SCHAFER, HARRY、GEWALD, KARL

  DOI：——

  日期：——