ethyl 4-methyl-2-(morpholinothio)-6-phenylpyrimidine-5-carboxylate | 1427279-20-6

• 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: ethyl 4-methyl-2-(morpholinothio)-6-phenylpyrimidine-5-carboxylate
• 英文别名: Ethyl 4-methyl-2-morpholin-4-ylsulfanyl-6-phenylpyrimidine-5-carboxylate；ethyl 4-methyl-2-morpholin-4-ylsulfanyl-6-phenylpyrimidine-5-carboxylate
• CAS: 1427279-20-6
• 化学式: C₁₈H₂₁N₃O₃S
• 分子量: 359.449
• InChiKey: OCPSNGBRIUJYJQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  89.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  吗啉 、 6-甲基-4-苯基-2-硫代-1,2,3,4-四氢嘧啶-5-羧酸乙酯 在 碘 、 caesium carbonate 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以74%的产率得到ethyl 4-methyl-2-(morpholinothio)-6-phenylpyrimidine-5-carboxylate
  参考文献：
  名称：

  Molecular iodine-mediated S–N and C–N cross-coupling and oxidative aromatization of 3,4-dihydropyrimidin-2(1H)-thiones with secondary amines

  摘要：

  A domino S-N and C-N coupling/oxidative aromatization process to synthesize 2-aminothio-phenylpyrimidines and 2-amino-phenylpyrimidines by S-N and C-N cross-coupling reactions is described. This methodology couples 3,4-dihydropyrimidine-2-thiones and secondary amines catalyzed by molecular iodine. Remarkably the C-N coupled product was obtained via a desulfitative coupling-aromatization reaction in one-pot reaction. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.01.113

文献信息

• Molecular iodine-mediated S–N and C–N cross-coupling and oxidative aromatization of 3,4-dihydropyrimidin-2(1H)-thiones with secondary amines
  作者：Zheng-Jun Quan、Ying Lv、Zhong-Jie Wang、Zhang Zhang、Yu-Xia Da、Xi-Cun Wang

  DOI：10.1016/j.tetlet.2013.01.113

  日期：2013.4

  A domino S-N and C-N coupling/oxidative aromatization process to synthesize 2-aminothio-phenylpyrimidines and 2-amino-phenylpyrimidines by S-N and C-N cross-coupling reactions is described. This methodology couples 3,4-dihydropyrimidine-2-thiones and secondary amines catalyzed by molecular iodine. Remarkably the C-N coupled product was obtained via a desulfitative coupling-aromatization reaction in one-pot reaction. (C) 2013 Elsevier Ltd. All rights reserved.