2-(Methylsulfanyl)-4,6-bis(phenylsulfanyl)pyrimidine

• 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-(Methylsulfanyl)-4,6-bis(phenylsulfanyl)pyrimidine
• 英文别名: 2-methylsulfanyl-4,6-bis(phenylsulfanyl)pyrimidine
• 化学式: C₁₇H₁₄N₂S₃
• 分子量: 342.51
• InChiKey: BSXDEYJORINLND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  102
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4,6-二氯-二甲硫基嘧啶 在 potassium carbonate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.34h， 生成 2-(Methylsulfanyl)-4,6-bis(phenylsulfanyl)pyrimidine
  参考文献：
  名称：

  Mild and Catalyst-Free Microwave-Assisted Synthesis of 4,6-Disubstituted 2-Methylthiopyrimidines – Exploiting Tetrazole as an Efficient Leaving Group

  摘要：

  Typically, 4,6-disubstituted 2-thiomethylpyrimidines are synthesized starting from 4,6-dichloro-2-thiomethylpyrimidine or an amino-substituted precursor. However, these reactions take several hours up to days and require multiple steps. Herein, we report a novel, easy, and quick-to-prepare synthetic intermediate, namely 2-(methylthio)-4,6-di(1H-tetrazol-1-yl)pyrimidine, for the synthesis of these interesting target compounds. The intermediate can be transformed within minutes into desired substituted pyrimidines under mild conditions with moderate to excellent yields. The reaction can be conducted in an automated microwave system, at room temperature or by conventional heating. Furthermore, we demonstrate the robustness of the method in a one-pot procedure.

  DOI：

  10.1055/s-0035-1560577