2,5-bis(trifluoromethyl)benzo[d]thiazole | 1225041-16-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 2,5-bis(trifluoromethyl)benzo[d]thiazole
• 英文别名: Benzothiazole, 2,5-bis(trifluoromethyl)-；2,5-bis(trifluoromethyl)-1,3-benzothiazole
• CAS: 1225041-16-6
• 化学式: C₉H₃F₆NS
• 分子量: 271.186
• InChiKey: AFUOFXAIDBQQQT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  41.1
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2,2,2-trifluoro-N-(3-(trifluoromethyl)phenyl)ethanethioamide 在 palladium dichloride 作用下， 以 二甲基亚砜 为溶剂， 反应 3.0h， 以61%的产率得到2,5-bis(trifluoromethyl)benzo[d]thiazole
  参考文献：
  名称：

  A General and Straightforward Method for the Synthesis of 2-Trifluoromethylbenzothiazoles

  摘要：

  An efficient one-pot method for the synthesis of 2-trifluoromethylbenzothiazoles by the treatment of trifluoromethylimidoyl chlorides with sodium hydrosulfide hydrate using PdCl(2) as the sole catalyst in DMSO is described. The reaction proceeds via thiolation/C H bond functionalization/C S bond formation in moderate to high yields with good functional group tolerance.

  DOI：

  10.1021/ol1006899

文献信息

• Efficient syntheses of 2-fluoroalkylbenzimidazoles and -benzothiazoles
  作者：Olivier René、Alexandra Souverneva、Steven R. Magnuson、Benjamin P. Fauber

  DOI：10.1016/j.tetlet.2012.09.069

  日期：2013.1

  We report an efficient one-step route to 2-fluoroalkylbenzimidazoles and -benzothiazoles via the condensation of fluorinated carboxylic acids and aromatic diamines or aminothiophenols. Additionally, we describe the syntheses of fluoroalkyl-azabenzimidazoles, -purines, and -imidazolopyrazines. This method is high-yielding with broad scope and is operationally simple with potential application to parallel synthesis. (C) 2012 Elsevier Ltd. All rights reserved.
• A General and Straightforward Method for the Synthesis of 2-Trifluoromethylbenzothiazoles
  作者：Jiangtao Zhu、Zixian Chen、Haibo Xie、Shan Li、Yongming Wu

  DOI：10.1021/ol1006899

  日期：2010.5.21

  An efficient one-pot method for the synthesis of 2-trifluoromethylbenzothiazoles by the treatment of trifluoromethylimidoyl chlorides with sodium hydrosulfide hydrate using PdCl(2) as the sole catalyst in DMSO is described. The reaction proceeds via thiolation/C H bond functionalization/C S bond formation in moderate to high yields with good functional group tolerance.