1-(1-methyl-1H-benzimidazol-2-yl)-2-(2-phenylhydrazono)-2-(phenylsulfonyl)ethanone | 1591908-11-0

• 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: 1-(1-methyl-1H-benzimidazol-2-yl)-2-(2-phenylhydrazono)-2-(phenylsulfonyl)ethanone
• CAS: 1591908-11-0
• 化学式: C₂₂H₁₈N₄O₃S
• 分子量: 418.476
• InChiKey: PQTYTNWPUXGCST-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.66
• 重原子数：
  30.0
• 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：

  苯并噻唑-2-乙腈 、 1-(1-methyl-1H-benzimidazol-2-yl)-2-(2-phenylhydrazono)-2-(phenylsulfonyl)ethanone 在 三乙胺 作用下， 以 乙醇 为溶剂， 150.0 ℃ 、1.72 MPa 条件下， 反应 0.25h， 以82%的产率得到5-(benzothiazol-2-yl)-1,6-dihydro-6-imino-3-(1-methylbenzimidazol-2-yl)-3-(phenylsulphonyl)-1-(phenyl)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：

  sodium benzenesulfonate 在 苄基三乙基氯化铵 、 sodium acetate 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 7.92h， 生成 1-(1-methyl-1H-benzimidazol-2-yl)-2-(2-phenylhydrazono)-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