1-benzyl-2-(p-chlorophenyl)-5-methylbenzimidazole | 53811-83-9

• 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: 1-benzyl-2-(p-chlorophenyl)-5-methylbenzimidazole
• 英文别名: 1-benzyl-2-(4-chlorophenyl)-5-methyl-1H-benzimidazole；1-benzyl-2-(4-chlorophenyl)-5-methyl-1H-benzo[d]imidazole；1-benzyl-2-(4-chloro-phenyl)-5-methyl-1H-benzoimidazole；1-Benzyl-2-(4-chlorophenyl)-5-methylbenzimidazole
• CAS: 53811-83-9
• 化学式: C₂₁H₁₇ClN₂
• 分子量: 332.832
• InChiKey: IGHYZXKUMOWFMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-甲基苯肼盐酸盐 在 sodium acetate 、 copper(II) bis(trifluoromethanesulfonate) 、 sodium hydride 作用下， 以 四氢呋喃 、 乙醇 、 水 、 甲苯 为溶剂， 反应 30.5h， 生成 1-benzyl-2-(p-chlorophenyl)-5-methylbenzimidazole
  参考文献：
  名称：

  Copper-Mediated Synthesis of Substituted 2-Aryl-N-benzylbenzimidazoles and 2-Arylbenzoxazoles via C–H Functionalization/C–N/C–O Bond Formation

  摘要：

  An efficient method for the transformation of N-benzyl bisarylhydrazones and bisaryloxime ethers to functionalized 2-aryl-N-benzylbenzimidazoles and 2-arylbenzoxazoles is described. The protocol involves a copper(II)-mediated cascade C-H functionalization/C-N/C-O bond formation under neutral conditions. Substrates having either electron-donating or -withdrawing substituents undergo the cyclization to afford the target heterocycles at moderate temperature.

  DOI：

  10.1021/jo2005632

文献信息

• Chalapathi Rao, C. V.; Kondal Reddy, K.; Rao, N. V. Subba, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1980, vol. 19, # 11, p. 967 - 969
  作者：Chalapathi Rao, C. V.、Kondal Reddy, K.、Rao, N. V. Subba

  DOI：——

  日期：——
• RAO, C. V. CHALAPATHI;REDDY, K. K.;RAO, N. V. SUBBA, INDIAN J. CHEM., 1980, 19, N 11, 967-969
  作者：RAO, C. V. CHALAPATHI、REDDY, K. K.、RAO, N. V. SUBBA

  DOI：——

  日期：——
• Copper-Mediated Synthesis of Substituted 2-Aryl-<i>N</i>-benzylbenzimidazoles and 2-Arylbenzoxazoles via C–H Functionalization/C–N/C–O Bond Formation
  作者：Murali Mohan Guru、Md Ashif Ali、Tharmalingam Punniyamurthy

  DOI：10.1021/jo2005632

  日期：2011.7.1

  An efficient method for the transformation of N-benzyl bisarylhydrazones and bisaryloxime ethers to functionalized 2-aryl-N-benzylbenzimidazoles and 2-arylbenzoxazoles is described. The protocol involves a copper(II)-mediated cascade C-H functionalization/C-N/C-O bond formation under neutral conditions. Substrates having either electron-donating or -withdrawing substituents undergo the cyclization to afford the target heterocycles at moderate temperature.