3-(difluoromethyl)benzo[d]thiazole-2(3H-)-thione

• 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: 3-(difluoromethyl)benzo[d]thiazole-2(3H-)-thione
• 英文别名: 3-(difluoromethyl)benzo[d]thiazole-2(3H)-thione；1-Difluoromethylbenzothiazole-2-thione；3-(Difluoromethyl)-2,3-dihydro-1,3-benzothiazole-2-thione；3-(difluoromethyl)-1,3-benzothiazole-2-thione
• 化学式: C₈H₅F₂NS₂
• mdl: MFCD02714097
• 分子量: 217.263
• InChiKey: UOEQXAAYIUYWHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  60.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-巯基苯并噻唑 、 sodium chlorodifluoroacetate 在 sodium t-butanolate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以60 %的产率得到3-(difluoromethyl)benzo[d]thiazole-2(3H-)-thione
  参考文献：
  名称：

  CN115960055

  摘要：

  公开号：

文献信息

• S-, N-, and Se-Difluoromethylation Using Sodium Chlorodifluoroacetate
  作者：Vaibhav P. Mehta、Michael F. Greaney

  DOI：10.1021/ol402370f

  日期：2013.10.4

  thiols is reported using chlorodifluoroacetate as the difluoromethylating agent. This cheap reagent undergoes smooth decarboxylation at 95 °C to afford difluorocarbene, which can be trapped with a variety of aromatic and heteroaromatic thiols. The reaction is also effective for the difluoromethylation of heterocyclic nitrogen compounds and phenylselenol.

  据报道，使用氯代二氟乙酸酯作为二氟甲基化剂的硫醇二氟甲基化的简单方案。这种廉价的试剂可在95°C的条件下顺利脱羧，得到二氟卡宾，可被多种芳族和杂芳族硫醇捕获。该反应对于杂环氮化合物和苯基硒醇的二氟甲基化也是有效的。
• <i>N</i>-Tosyl-<i>S</i>-difluoromethyl-<i>S</i>-phenylsulfoximine: A New Difluoromethylation Reagent for S-, N-, and C-Nucleophiles
  作者：Wei Zhang、Fei Wang、Jinbo Hu

  DOI：10.1021/ol900567c

  日期：2009.5.21

  The first alpha-difluoromethyl sulfoximine compound, 2, was successfully prepared by using the copper(II)-catalyzed nitrene transfer reaction. Compound 2 was found to be a novel and efficient difluoromethylation reagent for transferring the CF2H group to S-, N-, and C-nucleophiles. Deuterium-labeling experiments suggest that a difluorocarbene mechanism is involved in the current difluoromethylation reactions.
• 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.
• CN115960055
  申请人：——

  公开号：——

  公开（公告）日：——