Chinese Journal of Applied Chemistry

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Synthesis and Biological Activities of 2-{[(5'-Methyl(H)-benzoimidazol-2'-yl]methylthio}-5-substituted-1,3,4-oxadiazole Derivatives

AN Yue1*, HAN Jie1, ZHANG Ting1, FENG Hui2, ZHOU Xiaoxia1   

  1. (1.College of Chemistry and Chemical Engineering;2.Analysis and Inspection Center,
    Liaoning Normal University,Dalian 116029,China)
  • Received:2012-10-12 Revised:2013-01-04 Published:2013-08-10 Online:2013-08-10
  • Contact: Anyue

Abstract: Two kinds of 2-chloromethyl-benzimidazole were synthesized by substituted-o-diaminobenzene and monochloroacetic acid in hydrochloric acid solution. With substituted carboxylic acid as the starting materials, ten kinds of 1,3,4-oxadiazoles were prepared via esterification, hydrazinolysis, followed by reaction with carbon disulfide in potassium hydroxide solution. At last, fourteen new target compounds were synthesized by reacting 5-substituted-1,3,4-oxadiazole-3-thiol with 2-chloromethyl-5-substituted-bezoimidazole in sodium hydroxide solution. The structures of all the compounds were characterized by IR, 1H NMR and elemental analysis. Preliminary biological activity experiments showed that the synthesized compounds had certain effects on the wheat gemma and germination of mung bean.

Key words: benzoimidazole, oxadiazole, synthesis, biological activity

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