Benzonitrile,4-(3,6-dihydro-4-oxido-2-oxo-1,4-diazepino[6,5-b]indol-1(2H)-yl)- | 658041-45-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Benzonitrile,4-(3,6-dihydro-4-oxido-2-oxo-1,4-diazepino[6,5-b]indol-1(2H)-yl)-
• 英文别名: 1-(4-cyanophenyl)-2-oxo-1,2,3,6-tetrahydro[1,4]diazepino[6,5-b]indole 4-oxide；2-oxo-1-(4-cyanophenyl)-1,2,3,6-tetrahydro[1,4]diazepino[6,5-b]indole 4-oxide
• CAS: 658041-45-3
• 化学式: C₁₈H₁₂N₄O₂
• 分子量: 316.319
• InChiKey: HHCYBAKNWCLZEH-UHFFFAOYSA-N

物化性质

• 熔点：
  279-280 °C (decomp)(Solv: acetone (67-64-1); N,N-dimethylformamide (68-12-2))
• 沸点：
  763.7±70.0 °C(Predicted)
• 密度：
  1.47±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.65
• 重原子数：
  24.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  85.96
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  Benzonitrile,4-(3,6-dihydro-4-oxido-2-oxo-1,4-diazepino[6,5-b]indol-1(2H)-yl)- 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以 乙醇 为溶剂， 反应 72.0h， 以10%的产率得到1-(4-cyanophenyl)-2-oxo-1,2,3,4,5,6-hexahydro[1,4]diazepino[6,5-b]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
• 作为产物：
  描述：

  1-acetyl-3-[N-chloroacetyl-N-(4-cyanophenyl)amino]indole 在 盐酸羟胺 、 sodium acetate 、 三乙胺 、 三氯氧磷 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 21.0h， 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