N-(4-fluorophenyl)-6-chlorobenzo[d]thiazol-2-amine | 636-19-1

• 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: N-(4-fluorophenyl)-6-chlorobenzo[d]thiazol-2-amine
• 英文别名: (6-chloro-benzothiazol-2-yl)-(4-fluoro-phenyl)-amine；(6-Chlor-benzothiazol-2-yl)-(4-fluor-phenyl)-amin；(6-Chloro-benzothiazol-2-yl)-(4-fluoro-phenyl)-ami；6-chloro-N-(4-fluorophenyl)-1,3-benzothiazol-2-amine
• CAS: 636-19-1
• 化学式: C₁₃H₈ClFN₂S
• mdl: MFCD15526388
• 分子量: 278.737
• InChiKey: KNBZDXZPEXFLPI-UHFFFAOYSA-N

物化性质

• 沸点：
  402.8±51.0 °C(Predicted)
• 密度：
  1.479±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  53.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-(4-氯苯基)-3-(4-氟苯基)硫脲 在 氯仿 、 溴 作用下， 生成 N-(4-fluorophenyl)-6-chlorobenzo[d]thiazol-2-amine
  参考文献：
  名称：

  Farooq; Hunter, Journal of the Indian Chemical Society, 1933, vol. 10, p. 465,469

  摘要：

  DOI：

文献信息

• A practical synthesis of 2-aminobenzothiazoles via copper(I)-catalyzed tandem reaction of 2-iodoanilines with isothiocyanates in ionic liquids
  作者：Ling Chen、Bin Huang、Quan Nie、Mingzhong Cai

  DOI：10.1002/aoc.3453

  日期：2016.6

  copper(I)‐catalyzed tandem reaction of 2‐iodoanilines with isothiocyanates was achieved in hydrophobic [bmim][PF6] ionic liquid under mild conditions, generating a variety of 2‐aminobenzothiazoles in good to excellent yields. The tandem reaction that was carried out in [bmim][PF6] has some obvious advantages such as accelerated reaction rate and increased yield as compared with the reaction run in volatile

  在疏水性[bmim] [PF 6 ]离子液体中，在温和的条件下实现了2-碘代苯胺与异硫氰酸酯的铜（I）催化串联反应，生成了各种类型的2-氨基苯并噻唑，收率高至优异。与在挥发性溶剂（例如甲苯）中进行的反应相比，在[bmim] [PF 6 ]中进行的串联反应具有一些明显的优势，例如加快了反应速度，提高了收率。此外，CuI / 1,10-菲咯啉催化体系最多可重复使用八次，而不会降低活性和效率。版权所有©2016 John Wiley＆Sons，Ltd.
• A practical synthesis of 2-aminobenzothiazoles via the tandem reactions of 2-haloanilines with isothiocyanates catalyzed by immobilization of copper in MCM-41
  作者：Ruian Xiao、Wenyan Hao、Jinting Ai、Ming-Zhong Cai

  DOI：10.1016/j.jorganchem.2012.01.014

  日期：2012.5

  The heterogeneous tandem reactions of 2-haloanilines with isothiocyanates were achieved in DMSO using Et3N as base at 80 °C in the presence of a 3-(2-aminoethylamino)propyl-functionalized MCM-41-immobilized copper(II) complex [MCM-41-2N-CuSO4], yielding a variety of 2-aminobenzothiazoles in good to excellent yields. This heterogeneous copper catalyst exhibited higher activity than CuSO4 and can be

  在3-（2-氨基乙基氨基）丙基官能化的MCM-41固定铜（II）络合物存在下，在80°C下以Et 3 N为碱，在DMSO中实现了2-卤代苯胺与异硫氰酸酯的异质串联反应[ MCM-41-2N-CuSO 4 ]，以良好至优异的产率产生各种2-氨基苯并噻唑。这种非均相铜催化剂显示出比CuSO 4高的活性，可以通过简单过滤反应溶液进行回收和再循环，并至少连续进行了10次试验，而活性没有降低。
• Ligand- and solvent-free synthesis of 2-aminobenzothiazoles by copper-catalyzed tandem reaction of 2-haloanilines with isothiocyanates
  作者：Ruiya Yao、Haiyi Liu、Yichao Wu、Mingzhong Cai

  DOI：10.1002/aoc.2949

  日期：2013.2

  We report an environmentally friendly, efficient and practical method for the synthesis of 2‐aminobenzothiazoles by a copper(II)‐catalyzed tandem reaction of 2‐haloanilines with isothiocyanates under ligand‐ and solvent‐free conditions in air. The developed methodology conforms to the principles of 'green chemistry' and addresses the shortage of such methods for the synthesis of 2‐aminobenzothiazoles. The reaction is quite general and generates a variety of 2‐aminobenzothiazoles in good to excellent yields. Copyright © 2012 John Wiley & Sons, Ltd.
• Farooq; Hunter, Journal of the Indian Chemical Society, 1933, vol. 10, p. 465,469
  作者：Farooq、Hunter

  DOI：——

  日期：——