5-chloro-6-(2,3-dichlorophenoxy)-2-methoxycarbonylamino-1H-benzimidazole | 145771-01-3

• 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: 5-chloro-6-(2,3-dichlorophenoxy)-2-methoxycarbonylamino-1H-benzimidazole
• 英文别名: methyl N-[6-chloro-5-(2,3-dichlorophenoxy)-1H-benzimidazol-2-yl]carbamate
• CAS: 145771-01-3
• 化学式: C₁₅H₁₀Cl₃N₃O₃
• 分子量: 386.622
• InChiKey: XKITZYCEXGUAEG-UHFFFAOYSA-N

物化性质

• 密度：
  1.604±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  76.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-chloro-6-(2,3-dichlorophenoxy)-2H-benzimidazole-2-spirocyclohexane 在 sodium dithionite 、 N,N'-二环己基碳二亚胺 作用下， 以 乙醇 、 水 、 乙腈 为溶剂， 反应 1.5h， 生成 5-chloro-6-(2,3-dichlorophenoxy)-2-methoxycarbonylamino-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

• 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).