3-(piperidin-1-ylmethyl)-1H-benzimidazole-2-thione

• 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-(piperidin-1-ylmethyl)-1H-benzimidazole-2-thione
• 化学式: C₁₃H₁₇N₃S
• 分子量: 247.364
• InChiKey: RWRDLPVRTUCDFN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  50.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-(morpholin-4-ylmethyl)-1,3-dihydro-2H-benzimidazole-2-thione 以 氘代二甲亚砜 、 水 、 异丙醇 为溶剂， 反应 3.0h， 生成 3-(piperidin-1-ylmethyl)-1H-benzimidazole-2-thione 、 1,3-bis(piperidin-1-ylmethyl)-1,3-dihydro-2H-benzimidazole-2-thione
  参考文献：
  名称：

  Alkylation and Aminomethylation of 1,3-Dihydro-2Н-Benzimidazole-2-Thione

  摘要：

  Alkylation of 1,3-dihydro-2De-benzimidazole-2-thione (2-mercaptobenzimidazole) with bromoethane and chloroacetic acid derivatives occurrs at the sulfur atom, leading to the corresponding 2-sulfanylbenz-imidazole derivatives. Aminomethylation of 1,3-dihydro-2De-benzimidazole-2-thione with piperidine and 4-methylpiperidine gives reaction products at both nitrogen atoms, while reaction with morpholine gives derivative at only one nitrogen atom, which is in an equilibrium with the starting compound and bis-adduct in DMSO solution.

  DOI：

  10.1007/s10593-014-1623-z

文献信息

• Alkylation and Aminomethylation of 1,3-Dihydro-2Н-Benzimidazole-2-Thione
  作者：A. Ya. Bespalov、T. L. Gorchakova、A. Yu. Ivanov、M. A. Kuznetsov、L. M. Kuznetsova、A. S. Pankova、L. I. Prokopenko、M. S. Avdontceva

  DOI：10.1007/s10593-014-1623-z

  日期：2015.2

  Alkylation of 1,3-dihydro-2De-benzimidazole-2-thione (2-mercaptobenzimidazole) with bromoethane and chloroacetic acid derivatives occurrs at the sulfur atom, leading to the corresponding 2-sulfanylbenz-imidazole derivatives. Aminomethylation of 1,3-dihydro-2De-benzimidazole-2-thione with piperidine and 4-methylpiperidine gives reaction products at both nitrogen atoms, while reaction with morpholine gives derivative at only one nitrogen atom, which is in an equilibrium with the starting compound and bis-adduct in DMSO solution.