1,3-双-(二氟甲基)苯并咪唑-2-硫酮 | 329269-79-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 中文名称: 1,3-双-(二氟甲基)苯并咪唑-2-硫酮
• 英文名称: 1,3-Bis(difluoromethyl)benzimidazole-2-thione
• CAS: 329269-79-6
• 化学式: C₉H₆F₄N₂S
• mdl: MFCD02709907
• 分子量: 250.22
• InChiKey: QTVRSDJOFRROLF-UHFFFAOYSA-N

物化性质

• 沸点：
  266.1±50.0 °C(Predicted)
• 密度：
  1.55±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  38.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  氟里昂-22 、 1H-苯并咪唑-2-硫醇 在 氢氧化钾 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.08h， 以39%的产率得到1,3-双-(二氟甲基)苯并咪唑-2-硫酮
  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.