4-(1,3-dimethyl-2-oxobenzimidazol-5-yl)spinaceamine | 1206607-00-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡啶类
• 英文名称: 4-(1,3-dimethyl-2-oxobenzimidazol-5-yl)spinaceamine
• CAS: 1206607-00-2
• 化学式: C₁₅H₁₇N₅O
• 分子量: 283.333
• InChiKey: HUPBYELVHWDJPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.84
• 重原子数：
  21.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  67.64
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-(1,3-dimethyl-2-oxobenzimidazol-5-yl)spinaceamine 在 sulfur 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以60%的产率得到4-(1,3-dimethyl-2-oxobenzimidazo-5-yl)imidazo[4,5-c]pyridine
  参考文献：
  名称：

  Synthesis and dehydrogenation of spinaceamine and spinacine 4-hetaryl derivatives

  摘要：

  The reaction of histamine and histidine with various hetarylaldehydes under the conditions of the base-catalyzed Pictet-Spengler process affords 4-hetaryl-substituted derivatives of spinaceamine and spinacine. The dehydrogenation of the 4-hetaryl-substituted spinaceamine derivatives using elemental sulfur in DMF at 120-130 degrees C led to the formation of 4-hetaryl derivatives of imidazo[4,5-c]-pyridine. Under similar conditions the 4-hetaryl-substituted spinacine derivatives suffered both the dehydrogenation and oxidative decarboxylation resulting in the products identical to the compounds obtained by the dehydrogenation of 4-hetaryl-substituted spinaceamine.

  DOI：

  10.1134/s1070428009080181
• 作为产物：
  描述：

  histamine dichloride 、 1,3-二甲基-2-氧代-2,3-二氢-1H-苯并咪唑-5-甲醛 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 以46%的产率得到4-(1,3-dimethyl-2-oxobenzimidazol-5-yl)spinaceamine
  参考文献：
  名称：

  Synthesis and dehydrogenation of spinaceamine and spinacine 4-hetaryl derivatives

  摘要：

  The reaction of histamine and histidine with various hetarylaldehydes under the conditions of the base-catalyzed Pictet-Spengler process affords 4-hetaryl-substituted derivatives of spinaceamine and spinacine. The dehydrogenation of the 4-hetaryl-substituted spinaceamine derivatives using elemental sulfur in DMF at 120-130 degrees C led to the formation of 4-hetaryl derivatives of imidazo[4,5-c]-pyridine. Under similar conditions the 4-hetaryl-substituted spinacine derivatives suffered both the dehydrogenation and oxidative decarboxylation resulting in the products identical to the compounds obtained by the dehydrogenation of 4-hetaryl-substituted spinaceamine.

  DOI：

  10.1134/s1070428009080181