3-[N-chloroacetyl-N-(4-cyanophenyl)amino]indole | 658041-35-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3-[N-chloroacetyl-N-(4-cyanophenyl)amino]indole
• 英文别名: 2-chloro-N-(4-cyanophenyl)-N-(1H-indol-3-yl)acetamide
• CAS: 658041-35-1
• 化学式: C₁₇H₁₂ClN₃O
• 分子量: 309.755
• InChiKey: KSRVBADXPFQHPR-UHFFFAOYSA-N

物化性质

• 熔点：
  195.5-196.5 °C(Solv: isopropanol (67-63-0))
• 沸点：
  646.2±45.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.94
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  59.89
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3-[N-chloroacetyl-N-(4-cyanophenyl)amino]indole 在 盐酸羟胺 、 sodium acetate 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 Benzonitrile,4-(3,6-dihydro-4-oxido-2-oxo-1,4-diazepino[6,5-b]indol-1(2H)-yl)-
  参考文献：
  名称：

  摘要：

  A number of 1-aryl-2-oxo-1,2,3,6-tetrahydro[1,4]diazepino[6,5-b]indole 4-oxides were synthesized based on 3-[N-aryl-N-(chloroacetyl)amino]-2-formylindoles. The nature of the substituent in the 1-aryl fragment has a pronounced influence on the course of reactions throughout the whole sequence of transformations during the synthesis of diazepinoindoles. The reduction of 4-oxides by formamidinosulfinic acid, hydrogen in the presence of Pd/C, and sodium bisulfite was studied. The structures of the reaction products were confirmed using IR and H-1 NMR spectroscopy and mass spectrometry.

  DOI：

  10.1023/a:1024887429776
• 作为产物：
  描述：

  1-acetyl-3-[N-chloroacetyl-N-(4-cyanophenyl)amino]indole 在 三乙胺 作用下， 以 甲醇 为溶剂， 反应 18.0h， 以56%的产率得到3-[N-chloroacetyl-N-(4-cyanophenyl)amino]indole
  参考文献：
  名称：

  摘要：

  A number of 1-aryl-2-oxo-1,2,3,6-tetrahydro[1,4]diazepino[6,5-b]indole 4-oxides were synthesized based on 3-[N-aryl-N-(chloroacetyl)amino]-2-formylindoles. The nature of the substituent in the 1-aryl fragment has a pronounced influence on the course of reactions throughout the whole sequence of transformations during the synthesis of diazepinoindoles. The reduction of 4-oxides by formamidinosulfinic acid, hydrogen in the presence of Pd/C, and sodium bisulfite was studied. The structures of the reaction products were confirmed using IR and H-1 NMR spectroscopy and mass spectrometry.

  DOI：

  10.1023/a:1024887429776