有机化学 ›› 2008, Vol. 28 ›› Issue (2): 228-233. 上一篇    下一篇

研究论文

微波辐射下5-取代-2-硫代海因衍生物的合成

周佳栋,曹飞*,武红丽,韦萍   

  1. (南京工业大学制药与生命科学学院 南京 210009)
  • 收稿日期:2007-01-17 修回日期:2007-06-20 发布日期:2008-02-01
  • 通讯作者: 曹飞

Synthesis of 5-Substituted-2-thiohydantoin Derivatives un-derMicrowave Irradiation

ZHOU Jia-Dong,CAO Fei*,WU Hong-Li,WEI Ping   

  1. (College of Life Science and Pharmaceutical Engineering, Nanjing University of Technology, Nanjing 210009)
  • Received:2007-01-17 Revised:2007-06-20 Published:2008-02-01
  • Contact: CAO Fei

微波辐射下, 由硫氰酸铵与α-氨基酸通过两步反应合成了11种5-取代-2-硫代海因衍生物, 并用1H NMR, IR和元素分析确证了中间产物和终产物的结构. 对比常规加热方法, 微波辐射具有反应时间短(4 min), 每步反应产率高(85%~93%)的优点. 同时对合成化合物2h的反应历程进行了讨论.

关键词: 5-取代-2-硫代海因, 5-取代-1-乙酰基-2-硫代海因, 硫氰酸铵, 微波辐射, α-氨基酸

Eleven 5-substituted-2-thiohydantoin derivatives were synthesized by a two-step reaction of ammonium thiocyanate with α-amino acids under microwave irradiation. The structures of intermediate products and final products were characterized by 1H NMR, IR spectra and elemental analysis. Compared with conventional heating method, microwave irradiation possessed such advantages as short reaction time (4 min), high yield of each step (85%~93%). In the meantime, the reaction course of synthesis of compound 2h was discussed.

Key words: 5-substituted-1-acetyl-2-thiohydantoin, 5-substituted-2-thiohydantoin, ammonium thiocyanate, microwave irradiation, α-amino acid