2-(4-Chloro-2-diphenylamino-thiazol-5-ylmethylene)-malononitrile | 175543-15-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(4-Chloro-2-diphenylamino-thiazol-5-ylmethylene)-malononitrile
• 英文别名: {[4-Chloro-2-(diphenylamino)-1,3-thiazol-5-yl]methylidene}propanedinitrile；2-[[4-chloro-2-(N-phenylanilino)-1,3-thiazol-5-yl]methylidene]propanedinitrile
• CAS: 175543-15-4
• 化学式: C₁₉H₁₁ClN₄S
• 分子量: 362.842
• InChiKey: IPMXWEZYBQMLGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  92
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-chloro-2-(diphenylamino)thiazole-5-carbaldehyde 、 丙二腈 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 0.5h， 以74%的产率得到2-(4-Chloro-2-diphenylamino-thiazol-5-ylmethylene)-malononitrile
  参考文献：
  名称：

  Darstellung und Charakterisierung N-Disubstituierter 2-Amino-4-chlor-thiazol-5-aldehyde und ihrer Dicyanmethylen-Derivate

  摘要：

  In contrast to N-disubstituted 3-hydroxy-anilines 5 which react with the Vilsmeier reagent to N-substituted 4-amino-salicylaldehydes 7 their heteroanalogous N-disubstituted 2-amino 4-hydroxy-thiazoles 6 react with the same reagent to N-substituted 2-amino-4-chloro-thiazole-5-aldehydes 12 via their corresponding iminium salts precursors 11. Both types of compounds can be transformed, in analogy to other 2-amino-thiazole-5-aldehydes, by reaction with malodinitrile 13 into stable N-substituted 2-amino-4-chloro-5-(2,2-dicyano-ethenyl)-thiazoles 14.

  DOI：

  10.1002/prac.19963380108

文献信息

• Darstellung und Charakterisierung N-Disubstituierter 2-Amino-4-chlor-thiazol-5-aldehyde und ihrer Dicyanmethylen-Derivate
  作者：Jens Erhard Israel、Ronald Flaig、Horst Hartmann

  DOI：10.1002/prac.19963380108

  日期：——

  In contrast to N-disubstituted 3-hydroxy-anilines 5 which react with the Vilsmeier reagent to N-substituted 4-amino-salicylaldehydes 7 their heteroanalogous N-disubstituted 2-amino 4-hydroxy-thiazoles 6 react with the same reagent to N-substituted 2-amino-4-chloro-thiazole-5-aldehydes 12 via their corresponding iminium salts precursors 11. Both types of compounds can be transformed, in analogy to other 2-amino-thiazole-5-aldehydes, by reaction with malodinitrile 13 into stable N-substituted 2-amino-4-chloro-5-(2,2-dicyano-ethenyl)-thiazoles 14.