http://jcps.bjmu.edu.cn

• 研究论文 • 上一篇    下一篇

选择性合成 2- 硫嘧啶烷基取代产物

徐杨, 杨华, 胡晋, 王孝伟, 刘俊义*   

  1. 北京大学药学院 化学生物学系
  • 收稿日期:2007-01-10 修回日期:2007-05-10 出版日期:2007-06-15 发布日期:2007-06-15
  • 通讯作者: 刘俊义*

Study on the regioselective alkylation of 2-thiopyrimidine

Yang Xu, Hua Yang, Jin Hu, Xiao-Wei Wang, Jun-Yi Liu*   

  1. Department of Chemical Biology, School of pharmaceutical Sciences, Peking University, Beijing 100083, China
  • Received:2007-01-10 Revised:2007-05-10 Online:2007-06-15 Published:2007-06-15
  • Contact: Jun-Yi Liu*

摘要:

目的 研究2-硫嘧啶S上烷基取代反应。方法 2-硫嘧啶为原料, 分别采用K2CO3方法和CH3ONa-CH3OH方法, 合成了2位硫烷基取代产物。采用1H NMR, IR, 质谱鉴定了产物。结果 高度区域选择性地、以较好的收率得到了2位硫烷基取代产物。结论 CH3ONa-CH3OH方法可以高度区域选择性地合成2位硫烷基取代产物, K2CO3方法得到多取代烷基化产物。

关键词: 烷基化, 烷基化, 烷基化, 2-硫-6-甲基-尿嘧啶, 2-硫-6-甲基-尿嘧啶, 2-硫-6-甲基-尿嘧啶, 6-甲基-3,4-二氢-吡啶并噻嗪, 6-甲基-3,4-二氢-吡啶并噻嗪, 6-甲基-3,4-二氢-吡啶并噻嗪

Abstract:

Aim To investigate the alkylation of 2-thiopyrimidine. Methods Treating the starting material 2-thiopyrimidine with chloromethyl ethers via a procedure of K2CO3 in DMF or with alkyl halide in CH3ONa-CH3OH at room temperature, to obtain the corresponding regioselective 2-S-allkyl pyrimidines. The products were determined by 1H NMR, 2D NMR, IR and MS spectra. Results 2-S-alkyl-pyrimidines were regioselectively synthesized. Conclusion In different conditions with different alkyl halides, 2- thiouracil could be converted into the corresponding 2-S-alkylpyrimidines regioselectively.

Key words: Alkylation, Alkylation, 2-Thio-6-methyl-uracil, 2-Thio-6-methyl-uracil, 2-Alkylthiopyrimidine, 2-Alkylthiopyrimidine, 6-Methyl-3,4-dihydro-2H-pyrido [2,1-b] [1,3] thiazin-8-one, 6-Methyl-3,4-dihydro-2H-pyrido [2,1-b] [1,3] thiazin-8-one

中图分类号: 

Supporting: Foundation item: National Nature Science Foundation of China (NO. 20172007).
*Corresponding author. Tel.: 86-010-82805203