6-chloro-1-isopropyl-1H-benzimidazole

• 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: 6-chloro-1-isopropyl-1H-benzimidazole
• 英文别名: 6-Chlor-1-isopropyl-1H-benzimidazol；6-chloro-1-(propan-2-yl)-1H-1,3-benzodiazole；6-chloro-1-propan-2-ylbenzimidazole
• 化学式: C₁₀H₁₁ClN₂
• 分子量: 194.664
• InChiKey: RBCQDSYQGIKDSJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  6-chloro-1-isopropyl-1H-benzimidazole 、 、 异丙胺 在 tris(2,2'-bipyridyl)ruthenium dichloride 作用下， 以 neat (no solvent) 为溶剂， 以93%的产率得到6-chloro-N,1-diisopropyl-1H-benzo[d]imidazol-2-amine
  参考文献：
  名称：

  Eco-friendly strategy: design and synthesis of biologically potent benzimidazole–amine hybrids via visible-light generated oxidative C–H arylamylation of analenic amidines

  摘要：

  An operationally simple visible light mediated intramolecular cyclization of benzimidazole to 2-amino benzimidazole hybrid. The disclosed procedure is rapid and the convenient synthesis of benzimidazole-amine hybrids from easily available substituted cyclic, acyclic amines, and benzimidazole under neat conditions in the presence of catalyst tris(2,2-bipyridine)ruthenium(II) chloride. Indubitably this methodology gives a facile and straightforward pathway to construct benzimidazole-amine hybrid derivatives in an eco-friendly fashion. The reaction proved to be economical interims of product yield, low loading of catalyst under solvent free condition. The solvent free method has supreme importance in industrial research. The scope and efficiency of this new green method is significantly better than the existing methods. (C) 2015 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2015.10.042
• 作为产物：
  描述：

  甲酸 、 alkaline earth salt of/the/ methylsulfuric acid 生成 6-chloro-1-isopropyl-1H-benzimidazole
  参考文献：
  名称：

  Feitelson et al., Journal of the Chemical Society, 1952, p. 2389,2393

  摘要：

  DOI：

文献信息

• US6875765B2
  申请人：——

  公开号：US6875765B2

  公开（公告）日：2005-04-05
• Feitelson et al., Journal of the Chemical Society, 1952, p. 2389,2393
  作者：Feitelson et al.

  DOI：——

  日期：——
• Eco-friendly strategy: design and synthesis of biologically potent benzimidazole–amine hybrids via visible-light generated oxidative C–H arylamylation of analenic amidines
  作者：I.R. Siddiqui、Farah Ibad、Afshan Ibad、Malik Abdul Waseem、Geeta Watal

  DOI：10.1016/j.tetlet.2015.10.042

  日期：2016.1

  An operationally simple visible light mediated intramolecular cyclization of benzimidazole to 2-amino benzimidazole hybrid. The disclosed procedure is rapid and the convenient synthesis of benzimidazole-amine hybrids from easily available substituted cyclic, acyclic amines, and benzimidazole under neat conditions in the presence of catalyst tris(2,2-bipyridine)ruthenium(II) chloride. Indubitably this methodology gives a facile and straightforward pathway to construct benzimidazole-amine hybrid derivatives in an eco-friendly fashion. The reaction proved to be economical interims of product yield, low loading of catalyst under solvent free condition. The solvent free method has supreme importance in industrial research. The scope and efficiency of this new green method is significantly better than the existing methods. (C) 2015 Published by Elsevier Ltd.