diethyl 2-[amino(4-nitrophenyl)methylene]malonate | 1629803-01-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: diethyl 2-[amino(4-nitrophenyl)methylene]malonate
• CAS: 1629803-01-5
• 化学式: C₁₄H₁₆N₂O₆
• 分子量: 308.291
• InChiKey: VAKFNPTYIKPEFY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.39
• 重原子数：
  22.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  121.76
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  diethyl 2-[amino(4-nitrophenyl)methylene]malonate 在 (二氯碘)-苯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.25h， 以72%的产率得到diethyl (E)-2-chloro-2-[(chloroimino)(4-nitrophenyl)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
• 作为产物：
  描述：

  diethyl (E)-2-chloro-2-[(chloroimino)(4-nitrophenyl)methyl]malonate 在 锌 作用下， 以 甲醇 为溶剂， 以85%的产率得到diethyl 2-[amino(4-nitrophenyl)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