6-Bromo-2-(2-methylphenyl)-1,3-benzothiazole | 1242299-59-7

• 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: 6-Bromo-2-(2-methylphenyl)-1,3-benzothiazole
• 英文别名: 6-bromo-2-(2-methylphenyl)-1,3-benzothiazole
• CAS: 1242299-59-7
• 化学式: C₁₄H₁₀BrNS
• 分子量: 304.21
• InChiKey: YBDCOOLATJIVBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  41.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-(邻甲苯)苯并噻唑 在 N-溴代丁二酰亚胺(NBS) 、 silver hexafluoroantimonate 、 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 作用下， 以 1,2-二氯乙烷 为溶剂， 以99%的产率得到6-Bromo-2-(2-methylphenyl)-1,3-benzothiazole
  参考文献：
  名称：

  Rhodium-catalyzed ortho-selective C–H halogenation of 2-arylbenzo[d]thiazoles using N-halosuccinimides as halogen sources

  摘要：

  A series Rh(III)-catalyzed ortho-selective C-H halogenation of 2-arylbenzo[d]thiazoles has been developed using N-halosuccinimides (NXS, X=Br and I) as halogen sources. ortho-Brominated and iodinated various 2-arylbenzo[d]thiazoles could be accessed in good to excellent yields and high regioselectivity under mild reaction conditions. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.03.004

文献信息

• Regioselective One-Pot Synthesis of 2-Aryl-6-bromobenzothiazole from Arylaldehyde and 2-Aminothiophenol with Phenyltrimethylammonium Tribromide in the Presence of a Catalytic Amount of Antimony(III) Bromide
  作者：Shinsei Sayama

  DOI：10.3987/com-11-12178

  日期：——

  Various 2-aryl-6-bromo-1,3-benzothiazoles were regioselectively afforded in good yields by the reaction of arylaldehydes and 2-aminothiophenol with phenyltrimethylammonium tribromide in the presence of a catalytic amount of SbBr(3) in CH(2)Cl(2) at room temperature.
• Rhodium-catalyzed ortho-selective C–H halogenation of 2-arylbenzo[d]thiazoles using N-halosuccinimides as halogen sources
  作者：Qiuping Ding、Xiaoli Zhou、Shouzhi Pu、Banpeng Cao

  DOI：10.1016/j.tet.2015.03.004

  日期：2015.4

  A series Rh(III)-catalyzed ortho-selective C-H halogenation of 2-arylbenzo[d]thiazoles has been developed using N-halosuccinimides (NXS, X=Br and I) as halogen sources. ortho-Brominated and iodinated various 2-arylbenzo[d]thiazoles could be accessed in good to excellent yields and high regioselectivity under mild reaction conditions. (C) 2015 Elsevier Ltd. All rights reserved.