3-(2,3-epithiopropyl)-1-(piperidinocarbonylmethyl)benzimidazol-2-one | 500000-73-7

• 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: 3-(2,3-epithiopropyl)-1-(piperidinocarbonylmethyl)benzimidazol-2-one
• 英文别名: 1-(2-oxo-2-piperidin-1-ylethyl)-3-(thiiran-2-ylmethyl)benzimidazol-2-one
• CAS: 500000-73-7
• 化学式: C₁₇H₂₁N₃O₂S
• 分子量: 331.439
• InChiKey: ZOYAHMWCMWJQKQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  69.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-hydroxy-10-(piperidinocarbonylmethyl)benzimidazo[2,1-b]-1,3-thiazanium bromide 、 环氧氯丙烷 以78%的产率得到3-(2,3-epithiopropyl)-1-(piperidinocarbonylmethyl)benzimidazol-2-one
  参考文献：
  名称：

  Recyclization of benzimidazo[2,1-b]thiazanium salts into 1-(2,3-epithiopropyl)benzimidazol-2-ones under the action of epichlorhydrin

  摘要：

  It has been shown that the reaction of epichlorhydrin with 3-hydroxybenzimidazo[2,1-b]thiazanium salts leads to recyclization of the thiazanium ring with the formation of substituted 1-(2,3-epithiopropyl)benzimidazol-2-ones in high yield. The proposed method enables the introduction of functional groups unstable in alkaline medium into the structure of thiirane derivatives.

  DOI：

  10.1007/s10593-010-0511-4

文献信息

• Recyclization of benzimidazo[2,1-b]thiazanium salts into 1-(2,3-epithiopropyl)benzimidazol-2-ones under the action of epichlorhydrin
  作者：M. A. Orlov、A. F. Aslanov、N. I. Korotkikh

  DOI：10.1007/s10593-010-0511-4

  日期：2010.7

  It has been shown that the reaction of epichlorhydrin with 3-hydroxybenzimidazo[2,1-b]thiazanium salts leads to recyclization of the thiazanium ring with the formation of substituted 1-(2,3-epithiopropyl)benzimidazol-2-ones in high yield. The proposed method enables the introduction of functional groups unstable in alkaline medium into the structure of thiirane derivatives.