2-(2-(4-chlorophenyl)hydrazono)-1-(1-methyl-1H-benzimidazol-2-yl)-2-(phenylsulfonyl)ethanone | 1591908-12-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 2-(2-(4-chlorophenyl)hydrazono)-1-(1-methyl-1H-benzimidazol-2-yl)-2-(phenylsulfonyl)ethanone
• CAS: 1591908-12-1
• 化学式: C₂₂H₁₇ClN₄O₃S
• 分子量: 452.921
• InChiKey: GASRPJJBRIQTGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.31
• 重原子数：
  31.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  93.42
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  2-(2-(4-chlorophenyl)hydrazono)-1-(1-methyl-1H-benzimidazol-2-yl)-2-(phenylsulfonyl)ethanone 、 丙二腈 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以74%的产率得到4-(1-methylbenzimidazol-2-yl)-5-cyano-1,6-dihydro-6-imin-3-(phenylsulfonyl)-1-(4-chlorophenyl)pyridazine
  参考文献：
  名称：

  Synthesis of Novel Benzimidazole and Benzothiazole Derivatives

  摘要：

  1-(Benzothiazol-2-yl)-2-phenylsulfonyl-1-ethanone (1) and 1-(1-methyl-1H-benzimidazol-2-yl)-2-(phenylsulfonyl)-1-ethanone (2) were used as potential scaffolds for biologically interesting azoloazine derivatives via their reaction with the diazonium salts of 5-aminopyrazole, 5-amino[1,2,4]triazole and 2-aminobenzimidazole. Coupling of the beta-ketosulfones 1 or 2 with diazotized aromatic amines afforded the corresponding arylhydrazone derivatives which have been utilized as versatile building blocks for the synthesis of biologically interesting pyridazine ring systems.

  DOI：

  10.3987/com-13-12873
• 作为产物：
  描述：

  对氯苯胺 在 盐酸 、 sodium acetate 、 sodium nitrite 作用下， 以 乙醇 、 水 为溶剂， 反应 6.67h， 生成 2-(2-(4-chlorophenyl)hydrazono)-1-(1-methyl-1H-benzimidazol-2-yl)-2-(phenylsulfonyl)ethanone
  参考文献：
  名称：

  Synthesis of Novel Benzimidazole and Benzothiazole Derivatives

  摘要：

  1-(Benzothiazol-2-yl)-2-phenylsulfonyl-1-ethanone (1) and 1-(1-methyl-1H-benzimidazol-2-yl)-2-(phenylsulfonyl)-1-ethanone (2) were used as potential scaffolds for biologically interesting azoloazine derivatives via their reaction with the diazonium salts of 5-aminopyrazole, 5-amino[1,2,4]triazole and 2-aminobenzimidazole. Coupling of the beta-ketosulfones 1 or 2 with diazotized aromatic amines afforded the corresponding arylhydrazone derivatives which have been utilized as versatile building blocks for the synthesis of biologically interesting pyridazine ring systems.

  DOI：

  10.3987/com-13-12873