2-Chlor-N-(3-cyano-4,5-diphenyl-furan-2-yl)-acetamid | 72965-65-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: 2-Chlor-N-(3-cyano-4,5-diphenyl-furan-2-yl)-acetamid
• 英文别名: 2-chloro-N-(3-cyano-4,5-diphenylfuran-2-yl)acetamide
• CAS: 72965-65-2
• 化学式: C₁₉H₁₃ClN₂O₂
• mdl: MFCD06654901
• 分子量: 336.777
• InChiKey: CAMPPHMZHCCAFA-UHFFFAOYSA-N

物化性质

• 沸点：
  539.5±50.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.052
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  乙醇 、 potassium thioacyanate 、 2-Chlor-N-(3-cyano-4,5-diphenyl-furan-2-yl)-acetamid 反应 3.0h， 以59%的产率得到(4-Amino-5,6-diphenyl-furo<2,3-d>pyrimid-2-yl-thio)-essigsaeureethylester
  参考文献：
  名称：

  Neue Synthese von substituierten 4-Amino-chinazolinen und deren Heteroanalogen

  摘要：

  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).

  DOI：

  10.1002/prac.19963380144
• 作为产物：
  描述：

  2-氨基-4,5-二苯基-3-呋喃甲腈 、 氯乙酰氯 在 potassium carbonate 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以72%的产率得到2-Chlor-N-(3-cyano-4,5-diphenyl-furan-2-yl)-acetamid
  参考文献：
  名称：

  Neue Synthese von substituierten 4-Amino-chinazolinen und deren Heteroanalogen

  摘要：

  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).

  DOI：

  10.1002/prac.19963380144

文献信息

• 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).