2-Trifluoromethyl-6-benzothiazolecarboxylic acid ethyl ester | 55439-72-0

• 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-Trifluoromethyl-6-benzothiazolecarboxylic acid ethyl ester
• 英文别名: ethyl 2-(trifluoromethyl)benzo[d]thiazole-6-carboxylate；2-trifluoromethyl-benzothiazole-6-carboxylic acid ethyl ester；ethyl 2-(trifluoromethyl)-1,3-benzothiazole-6-carboxylate
• CAS: 55439-72-0
• 化学式: C₁₁H₈F₃NO₂S
• 分子量: 275.251
• InChiKey: DCLVJHDQBOUBBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  67.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-Trifluoromethyl-6-benzothiazolecarboxylic acid ethyl ester 在 吡啶 、 氯化亚砜 、 硫酸 作用下， 生成 2-trifluoromethyl-benzothiazole-6-carboxylic acid N'-(4-nitro-benzoyl)-hydrazide
  参考文献：
  名称：

  Sawhney,S.N. et al., Journal of the Indian Chemical Society, 1974, vol. 51, p. 886 - 890

  摘要：

  DOI：
• 作为产物：
  描述：

  ethyl 4-((1-chloro-2,2,2-trifluoroethylidene)amino)benzoate 在 ammonium cerium (IV) nitrate 、 sodium hydrosulfide monohydrate 、 碳酸氢钠 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 0.5h， 生成 2-Trifluoromethyl-6-benzothiazolecarboxylic acid ethyl ester
  参考文献：
  名称：

  Switching reaction pathways of trifluoromethylated thiobenzanilides by choice of different oxidative systems

  摘要：

  Trifluoromethylated thiobenzanilides are efficiently converted to 2-trifluoromethylbenzothiazoles via intramolecular oxidative cyclization under CAN/NaHCO(3) oxidation, while the dimerized products with "-S-S-" bond linkage are obtained when PIDA is used as an oxidant. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2011.02.010

文献信息

• 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.
• SAWHNEY S. N; SINGH J.; BANSAL O. P., J. INDIAN CHEM. SOC. <JICS-AH>, 1974, 51, NO 10, 886-890
  作者：SAWHNEY S. N、 SINGH J.、 BANSAL O. P.

  DOI：——

  日期：——
• Sawhney,S.N. et al., Journal of the Indian Chemical Society, 1974, vol. 51, p. 886 - 890
  作者：Sawhney,S.N. et al.

  DOI：——

  日期：——
• Switching reaction pathways of trifluoromethylated thiobenzanilides by choice of different oxidative systems
  作者：Jiangtao Zhu、Haibo Xie、Shan Li、Zixian Chen、Yongming Wu

  DOI：10.1016/j.jfluchem.2011.02.010

  日期：2011.5

  Trifluoromethylated thiobenzanilides are efficiently converted to 2-trifluoromethylbenzothiazoles via intramolecular oxidative cyclization under CAN/NaHCO(3) oxidation, while the dimerized products with "-S-S-" bond linkage are obtained when PIDA is used as an oxidant. (C) 2011 Elsevier B.V. All rights reserved.