diethyl (E)-2-chloro-2-[(chloroimino)(thiophen-2-yl)methyl]malonate | 1629803-19-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: diethyl (E)-2-chloro-2-[(chloroimino)(thiophen-2-yl)methyl]malonate
• CAS: 1629803-19-5
• 化学式: C₁₂H₁₃Cl₂NO₄S
• 分子量: 338.212
• InChiKey: UPLYDXQSAVZQRE-OQLLNIDSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.79
• 重原子数：
  20.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  64.96
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  diethyl (E)-2-chloro-2-[(chloroimino)(thiophen-2-yl)methyl]malonate 在 锌 作用下， 以 甲醇 为溶剂， 以86%的产率得到diethyl 2-[amino(thiophen-2-yl)methylene]malonate
  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：

  diethyl 2-[amino(thiophen-2-yl)methylene]malonate 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83%的产率得到diethyl (E)-2-chloro-2-[(chloroimino)(thiophen-2-yl)methyl]malonate
  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