5-chloro-6-(2,3-dichlorophenoxy)-1-methyl-2-methylthio-1H-benzimidazole | 145770-88-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-chloro-6-(2,3-dichlorophenoxy)-1-methyl-2-methylthio-1H-benzimidazole
• 英文别名: N1-Methyltriclabendazole；5-chloro-6-(2,3-dichlorophenoxy)-1-methyl-2-methylsulfanylbenzimidazole
• CAS: 145770-88-3
• 化学式: C₁₅H₁₁Cl₃N₂OS
• 分子量: 373.69
• InChiKey: QLZVQIOWGCYIGY-UHFFFAOYSA-N

物化性质

• 沸点：
  485.8±55.0 °C(Predicted)
• 密度：
  1.48±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  52.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-氯-6-(2,3-二氯苯氧基)-1,3-二氢苯并咪唑-2-硫酮 、 碘甲烷 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 4.0h， 以8%的产率得到5-chloro-6-(2,3-dichlorophenoxy)-1-methyl-2-methylthio-1H-benzimidazole
  参考文献：
  名称：

  2H-benzimidazoles (isobenzimidazoles). Part 7. A new route to triclabendazole [5-chloro-6-(2,3-dichlorophenoxy)-2-methylthio-1H-benzimidazole] and congeneric benzimidazoles

  摘要：

  A new synthesis of the selective anthelmintic agent triclabendazole 7 from the readily available 5,6-dichloro-2H-benzimidazole-2-spirocyclohexane 2 by simple steps is described. Analogous benzimidazoles difficult to prepare by conventional methods are similarly obtained. Triclabendazole can exist as a low-melting metastable solid (m.p. 85-90-degrees-C) convertible by heating or recrystallisation from ethanol into its stable form (m.p. 1 76-1 78-degrees-C).

  DOI：

  10.1039/p19920003129

文献信息

• Iddon, Brian, Bulletin des Societes Chimiques Belges, 1990, vol. 99, # 9, p. 673 - 701
  作者：Iddon, Brian

  DOI：——

  日期：——
• 2H-benzimidazoles (isobenzimidazoles). Part 7. A new route to triclabendazole [5-chloro-6-(2,3-dichlorophenoxy)-2-methylthio-1H-benzimidazole] and congeneric benzimidazoles
  作者：Brian Iddon、Peter Kutschy、Andrew G. Robinson、Hans Suschitzky、Walter Kramer、Franz A. Neugebauer

  DOI：10.1039/p19920003129

  日期：——

  A new synthesis of the selective anthelmintic agent triclabendazole 7 from the readily available 5,6-dichloro-2H-benzimidazole-2-spirocyclohexane 2 by simple steps is described. Analogous benzimidazoles difficult to prepare by conventional methods are similarly obtained. Triclabendazole can exist as a low-melting metastable solid (m.p. 85-90-degrees-C) convertible by heating or recrystallisation from ethanol into its stable form (m.p. 1 76-1 78-degrees-C).