有机化学 ›› 2009, Vol. 29 ›› Issue (01): 82-88. 上一篇    下一篇

研究论文

2-芳基-5-(4-硝基苯甲酰氨基)-1,3,4-噻二唑的合成

李英俊*,a ; 丁万刚a ; 靳 焜b ; 孙淑琴a ; 刘 军a ;
刘丽军a ; 王金奎a
  

  1. (a辽宁师范大学化学化工学院 大连 116029)
    (b大连理工大学精细化工重点实验室 大连 116012)
  • 收稿日期:2008-03-17 修回日期:2008-06-03 发布日期:2009-01-20
  • 通讯作者: 李英俊

Synthesis of 2-[(Un)substituted phenyl]-5-(4-nitrobenzamido)- 1,3,4-thiadiazoles

Li, Yingjun*,a ; Ding, Wanganga ; Jin, Kunb ; Sun, Shuqina ; Liu, Juna ;
Liu, Lijuna; Wang, Jinkuia
  

  1. (a College of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian 116029)
    (b State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116012)
  • Received:2008-03-17 Revised:2008-06-03 Published:2009-01-20
  • Contact: Li, Yingjun

以芳甲酰肼和对硝基苯甲酰氯为主要原料, 合成出了10个酰氨基硫脲化合物5a~5j, 其中有6个(5d, 5f~5j)为新化合物. 在无需任何酸性催化剂条件下, 将制得的酰氨基硫脲在DMF中加热回流直接脱水关环合成出了9个2-芳基-5-(4-硝基苯甲酰氨基)-1,3,4-噻二唑化合物6a~6i, 其中7个(6b~6d, 6f~6i)为新化合物. 利用IR和1H NMR证明了化合物5存在两种异构体. 目标产物的结构通过IR, 1H NMR和元素分析进行了表征.

关键词: 1,3,4-噻二唑, 合成, 表征

Ten 1-(4-nitrobenzoyl)-4-[(un)substituted benzoyl]thiosemicarbazides 5a~5j were obtained by the reaction of (un)substituted-benzohydrazides with 4-nitrobenzoyl chloride under microwave irradiation and phase transfer catalysis. And then, nine 2-[(un)substituted phenyl]-5-(4-nitrobenzamido)-1,3,4-thiadia- zoles 6a~6i were synthesized by the compounds 5 under reflux in DMF. The compounds 5d, 5f~5j, 6b~6d and 6f~6i are new compounds. The two isomers of compounds 5 were demonstrated by IR and 1H NMR. The structures of the target compounds 6 were characterized by IR, 1H NMR spectra and elemental analysis.

Key words: synthesis, characterization, 1,3,4-thiadiazole