3-Amino-4-cyan-2-phenyl-thiophen-2-carbonsaeureethylester | 79204-49-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 3-Amino-4-cyan-2-phenyl-thiophen-2-carbonsaeureethylester
• 英文别名: Ethyl 3-amino-4-cyano-5-phenylthiophene-2-carboxylate
• CAS: 79204-49-2
• 化学式: C₁₄H₁₂N₂O₂S
• 分子量: 272.327
• InChiKey: MRQCZLBMWLMXFO-UHFFFAOYSA-N

物化性质

• 沸点：
  519.5±50.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  104
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  巯基乙酸乙酯 、 alpha-氯苄亚基丙二腈 在 potassium carbonate 作用下， 以 乙醇 为溶剂， 以85%的产率得到3-Amino-4-cyan-2-phenyl-thiophen-2-carbonsaeureethylester
  参考文献：
  名称：

  Substituted 3-amino-thiophenes and 3-amino-selenophenes from ?-chloro-?-cyano-cinnamonitrile

  摘要：

  Beta-Chloro-alpha-cyano-cinnamonitrile (1) reacts in one step with alpha-oxo-thioles 3 or successively with sodium sulphide and alpha-chlorocarbonyl compounds 4 to form the 5-substituted 4-amino-2-phenyl-thiophene-3-carbonitriles 5. Analogously, the successive reactions of beta-chloro cinnamonitrile 1 with sodium selenide - produced in situ from selene and sodium boronhydride - and alpha-chlorocarbonyl compounds 4 yields the 5-substituted 4-amino-2-phenyl-selenophene-3-carbonitriles 6.

  DOI：

  10.1007/bf00817601

文献信息

• Substituted 3-amino-thiophenes and 3-amino-selenophenes from ?-chloro-?-cyano-cinnamonitrile
  作者：Karl Gewald、Ute Hain

  DOI：10.1007/bf00817601

  日期：1992.5

  Beta-Chloro-alpha-cyano-cinnamonitrile (1) reacts in one step with alpha-oxo-thioles 3 or successively with sodium sulphide and alpha-chlorocarbonyl compounds 4 to form the 5-substituted 4-amino-2-phenyl-thiophene-3-carbonitriles 5. Analogously, the successive reactions of beta-chloro cinnamonitrile 1 with sodium selenide - produced in situ from selene and sodium boronhydride - and alpha-chlorocarbonyl compounds 4 yields the 5-substituted 4-amino-2-phenyl-selenophene-3-carbonitriles 6.