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有机化学
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有机化学 ›› 2007, Vol. 27 ›› Issue (12): 1586-1589. 上一篇    下一篇

研究简报

微波辐射下合成5-(2-甲基/三氟甲基-苯并咪唑-1-亚甲基)-3-(苯基/p-取代苯基)-2H-1',2',4'-三唑[3,4-b]-1

张万权，李燕萍，刘晨江*，王吉德   

  1. (新疆大学化学化工学院 石油天然气精细化工教育部重点实验室 乌鲁木齐 830046)
  • 收稿日期:2007-01-04 修回日期:2007-03-22 发布日期:2007-12-04
  • 通讯作者: 刘晨江

Synthesis of 5-(2-Methyl/trifluoromethyl-benzimidazol-1-ylmethyl)-3-[p-(un)substituted phenyl]-2H-1',2',4'-triazolo[3,4-b]-1

ZHANG Wan-Quan, LI Yan-Ping, LIU Chen-Jiang*, WANG Ji-De   

  1. (Key Laboratory of Oil and Gas Fine Chemicals of Ministry of Education, School of Chemistry and
    Chemical Engineering, Xinjiang University, Urumqi 830046)
  • Received:2007-01-04 Revised:2007-03-22 Published:2007-12-04
  • Contact: LIU Chen-Jiang

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分别采用微波辐射法和加热回流的常规方法, 将1-氨基-2-(2-甲基/三氟甲基-苯并咪唑-1-亚甲基)-5-巯基-1,3,4-三唑与α-溴代芳基乙酮3a～3e反应, 合成了一系列未见文献报道的1,2,4-三唑[3,4-b]-1',3',4'-噻二嗪类化合物4a～4e 和5a～5e. 微波辐射法具有反应时间短、产率高、副反应少等优点. 标题化合物经元素分析, IR, 1H NMR, MS确证结构.

关键词: 微波辐射, 苯并咪唑, 1,2,4-三唑[3,4-b]-1',3',4'-噻二嗪, 合成

A series of novel 1,2,4-triazolo[3,4-b]-1',3',4'-thiadiazine derivatives 4a～4e and 5a～5e were synthesized by the reaction of 1-amino-2-(2-methyl/trifluoromethyl-benzimidazol-1-ylmethyl)-5-mercapto- 1,3,4-triazole with α-bromoacetophenones 3a～3e under microwave irradiation or heating. After comparison, it was found that the microwave irradiation process had many advantages of shorter time, higher yield and less secondary reaction. The structures of all the new compounds were confirmed by elemental analysis, IR, 1H NMR and MS spectra.

Key words: benzimidazole, 1,2,4-triazolo[3,4-b]-1',3',4'-thiadiazine, synthesis, microwave irradiation