5-(difluoromethoxy)-2-(phenylsulfanyl)-1H-benzimidazole | 1312711-61-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 5-(difluoromethoxy)-2-(phenylsulfanyl)-1H-benzimidazole
• 英文别名: 6-(difluoromethoxy)-2-(phenylsulfanyl)-1H-benzimidazole；6-(difluoromethoxy)-2-phenylsulfanyl-1H-benzimidazole
• CAS: 1312711-61-7
• 化学式: C₁₄H₁₀F₂N₂OS
• 分子量: 292.309
• InChiKey: ZGWHVNAXMNASSV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  20
• 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：
  63.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  碘苯 、 5-二氟甲氧基-2-巯基-1H-苯并咪唑 在 copper(l) iodide 、 1,10-菲罗啉 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 以84%的产率得到5-(difluoromethoxy)-2-(phenylsulfanyl)-1H-benzimidazole
  参考文献：
  名称：

  S-arylation of mercaptobenzimidazoles using Cu(I) catalysts—experimental and theoretical observations

  摘要：

  Substituted 2-mercaptobenzimidazoles (MBI) are an important class of bio-active and industrially important organic compounds. In this Letter, a new synthetic method is presented for the selective S-arylation of MBI with substituted aryl iodides using low cost copper (I) iodide and 1,10-phenanthroline as a catalytic system. The selective formation of S-arylated product was confirmed by several spectroscopic techniques and the vibrational spectrum was found to be in very good agreement with the theoretical spectrum calculated by density functional theory. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.04.078

文献信息

• S-arylation of mercaptobenzimidazoles using Cu(I) catalysts—experimental and theoretical observations
  作者：Ramkumar Sekar、Marutheeswaran Srinivasan、Antonius T.M. Marcelis、Anandan Sambandam

  DOI：10.1016/j.tetlet.2011.04.078

  日期：2011.6

  Substituted 2-mercaptobenzimidazoles (MBI) are an important class of bio-active and industrially important organic compounds. In this Letter, a new synthetic method is presented for the selective S-arylation of MBI with substituted aryl iodides using low cost copper (I) iodide and 1,10-phenanthroline as a catalytic system. The selective formation of S-arylated product was confirmed by several spectroscopic techniques and the vibrational spectrum was found to be in very good agreement with the theoretical spectrum calculated by density functional theory. (C) 2011 Elsevier Ltd. All rights reserved.