ethyl (E)-2-chloro-3-(chloroimino)-2-cyano-3-phenylpropanoate | 1629803-25-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl (E)-2-chloro-3-(chloroimino)-2-cyano-3-phenylpropanoate
• CAS: 1629803-25-3
• 化学式: C₁₂H₁₀Cl₂N₂O₂
• 分子量: 285.13
• InChiKey: MHFMOIPKWPMQOR-MHWRWJLKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.69
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  62.45
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  ethyl (E)-2-chloro-3-(chloroimino)-2-cyano-3-phenylpropanoate 在 锌 作用下， 以 甲醇 为溶剂， 以75%的产率得到氰烯菌酯
  参考文献：
  名称：

  PhICl2-Mediated Conversion of Enamines into α,N-Dichloroimines and Their Reverse Conversion Mediated by Zinc in Methanol

  摘要：

  Treatment of enamine compounds with iodobenzene dichloride (PhICl2) conveniently gives a variety of alpha,N-dichloroimines in high yields. This approach allows the double insertion of the chloro moiety, which is postulated to take place via the iodobenzene dichloride mediated oxidative alpha-chlorination of the enamine substrates followed by further N-chlorination of the imine intermediates. Furthermore, the obtained alpha,N-dichloroimines could be converted reversely into the original enamines under reductive conditions using zinc in methanol.

  DOI：

  10.1055/s-0033-1341067
• 作为产物：
  描述：

  氰烯菌酯 在 (二氯碘)-苯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以81%的产率得到ethyl (E)-2-chloro-3-(chloroimino)-2-cyano-3-phenylpropanoate
  参考文献：
  名称：

  PhICl2-Mediated Conversion of Enamines into α,N-Dichloroimines and Their Reverse Conversion Mediated by Zinc in Methanol

  摘要：

  Treatment of enamine compounds with iodobenzene dichloride (PhICl2) conveniently gives a variety of alpha,N-dichloroimines in high yields. This approach allows the double insertion of the chloro moiety, which is postulated to take place via the iodobenzene dichloride mediated oxidative alpha-chlorination of the enamine substrates followed by further N-chlorination of the imine intermediates. Furthermore, the obtained alpha,N-dichloroimines could be converted reversely into the original enamines under reductive conditions using zinc in methanol.

  DOI：

  10.1055/s-0033-1341067