2-Difluoromethylthio-5(6)-ethoxybenzimidazole

• 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: 2-Difluoromethylthio-5(6)-ethoxybenzimidazole
• 英文别名: 2-(difluoromethylsulfanyl)-6-ethoxy-1H-benzimidazole
• 化学式: C₁₀H₁₀F₂N₂OS
• 分子量: 244.265
• InChiKey: SSNHRQLIBIQZEW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 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：

  氟里昂-22 、 5-乙氧基-2-巯基苯并咪唑 在 氢氧化钾 作用下， 以 异丙醇 为溶剂， 反应 4.0h， 以24%的产率得到2-Difluoromethylthio-5(6)-ethoxybenzimidazole
  参考文献：
  名称：

  Unusual difluoromethylation of 2-mercaptoazoles

  摘要：

  The conditions for difluoromethylation of 2-mercaptobenzimidazoles with difluorocarbene (CHClF2 in alkaline medium) at the sulfur atom or at two reaction centres - sulfur and nitrogen or two nitrogen atoms - were found. In the similar reaction, 2-mercapto-4(5)-(4-nitrophenyl)imidazole gives the product of bis(difluoromethylation) at the sulfur and nitrogen atoms. Benzimidazoles with two fluorinated alkyl substituents at the two nitrogen atoms were prepared for the first time. The N-difluoromethyl derivative of benzothiazole-2-thione was obtained by this procedure. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-1139(01)00350-5

文献信息

• Unusual difluoromethylation of 2-mercaptoazoles
  作者：K.I. Petko、L.M. Yagupolskii

  DOI：10.1016/s0022-1139(01)00350-5

  日期：2001.5

  The conditions for difluoromethylation of 2-mercaptobenzimidazoles with difluorocarbene (CHClF2 in alkaline medium) at the sulfur atom or at two reaction centres - sulfur and nitrogen or two nitrogen atoms - were found. In the similar reaction, 2-mercapto-4(5)-(4-nitrophenyl)imidazole gives the product of bis(difluoromethylation) at the sulfur and nitrogen atoms. Benzimidazoles with two fluorinated alkyl substituents at the two nitrogen atoms were prepared for the first time. The N-difluoromethyl derivative of benzothiazole-2-thione was obtained by this procedure. (C) 2001 Elsevier Science B.V. All rights reserved.