2-(phenylthio)-4-methylbenzo[d]thiazole | 1448856-31-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-(phenylthio)-4-methylbenzo[d]thiazole
• 英文别名: 2-phenlsulfanyl-4-methylbenzothiazole；4-methyl-2-(phenylthio)benzo[d]thiazole；4-Methyl-2-phenylsulfanyl-1,3-benzothiazole；4-methyl-2-phenylsulfanyl-1,3-benzothiazole
• CAS: 1448856-31-2
• 化学式: C₁₄H₁₁NS₂
• 分子量: 257.38
• InChiKey: UIAZESVZDLDWJW-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：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  66.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-甲基-2-巯基苯并噻唑 、 碘苯 在 2,2'-联吡啶 、 nickel(II) chloride hexahydrate 、 三乙胺 、 锌 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以50 %的产率得到2-(phenylthio)-4-methylbenzo[d]thiazole
  参考文献：
  名称：

  机械化学镍催化芳基碘化物与芳香硫替代物之间形成碳硫键

  摘要：

  在球磨条件下通过镍催化实现了绿色温和的碳硫偶联。所需的硫醚产物由具有广泛底物范围的芳基碘化物和芳香族硫醇/二硫化物生成。机械化学过程促进了Ni(i)/Ni(III)催化循环，从而为实际合成化学中C−S键的构建提供了一种环保且省时的策略。

  DOI：

  10.1002/chem.202302119

文献信息

• N-heterocyclic carbene copper(I) complex-catalyzed direct C–H thiolation of benzothiazoles
  作者：Hiroshi Inomata、Ayumi Toh、Takashi Mitsui、Shin-ichi Fukuzawa

  DOI：10.1016/j.tetlet.2013.06.104

  日期：2013.8

  N-heterocyclic carbene (NHC) copper(I) complexes based on imidazol-2-ylidene and 1,2,3-triazol-5-ylidene catalyzed the direct C-H thiolation of benzothiazoles and benzoxazoles with aryl and alkyl thiols to give 2-aryl and 2-alkylthiobenzothiazoles in moderate-to-good yields. The NHC copper(I) complex [(IPr)CuI] was the most effective catalyst for the reaction among the NHC-Cu(I) complexes examined in this study. (C) 2013 Elsevier Ltd. All rights reserved.
• Substrate-promoted ligand-free CuI catalyzed S-arylation of 2-mercaptobenzothiazoles with aryl iodides in water
  作者：Guozhen He、Yuan Huang、Yao Tong、Jie Zhang、Dan Zhao、Shuangli Zhou、Shiqing Han

  DOI：10.1016/j.tetlet.2013.07.096

  日期：2013.9

  A green and efficient method has been developed for the cross-coupling of 2-mercaptobenzothiazoles with aryl iodides in water. The reactions proceeded smoothly under ligand-free conditions in the presence of TBAB to give the corresponding products in good yields. The protocol showed good tolerance toward a variety of functional groups. A substrate-promoted mechanism for this catalytic reaction has been proposed. (C) 2013 Elsevier Ltd. All rights reserved.