4-(4-(methylthio)phenyl)pyrimidine | 1450897-59-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-(4-(methylthio)phenyl)pyrimidine
• 英文别名: 4-(4-Methylsulfanylphenyl)pyrimidine；4-(4-methylsulfanylphenyl)pyrimidine
• CAS: 1450897-59-2
• 化学式: C₁₁H₁₀N₂S
• 分子量: 202.28
• InChiKey: UXBCXDUDZPUUER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  51.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  二甲基亚砜 、 (9CI)-4-(4-溴苯基)-嘧啶 在 copper(l) iodide 、 zinc diacetate 作用下， 反应 36.0h， 以80%的产率得到4-(4-(methylthio)phenyl)pyrimidine
  参考文献：
  名称：

  Investigation of the scope and mechanism of copper catalyzed regioselective methylthiolation of aryl halides

  摘要：

  Methylthiolation of structurally diverse aryl halides was accomplished under fluoride free conditions using catalytic amounts of CuI, and DMSO as the methylthiolation source. Optimization studies unveiled several varieties of promoters among which Zn(OAc)(2) was found ideal. The analogous reaction with DMSO-d(6) afforded corresponding deuterated aryl methyl thioether with 99% purity. Mechanistic studies revealed CuSMe as the active methylthiolation agent. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.07.039

文献信息

• Investigation of the scope and mechanism of copper catalyzed regioselective methylthiolation of aryl halides
  作者：P.J. Amal Joseph、S. Priyadarshini、M. Lakshmi Kantam、B. Sreedhar

  DOI：10.1016/j.tet.2013.07.039

  日期：2013.9

  Methylthiolation of structurally diverse aryl halides was accomplished under fluoride free conditions using catalytic amounts of CuI, and DMSO as the methylthiolation source. Optimization studies unveiled several varieties of promoters among which Zn(OAc)(2) was found ideal. The analogous reaction with DMSO-d(6) afforded corresponding deuterated aryl methyl thioether with 99% purity. Mechanistic studies revealed CuSMe as the active methylthiolation agent. (C) 2013 Elsevier Ltd. All rights reserved.