Chem. J. Chinese Universities ›› 2010, Vol. 31 ›› Issue (2): 296.

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Synthesis of Benzimidazole Derivatives in Water Under Imidazolium Salt Grafted Iodobenzene Diacetate Assisted

WANG Xiao-Ke, TIAN Mi*   

  1. College of Chemistry and Chemical Engineering, Chongqing University of Science and Technology, Chongqing 401331, China
  • Received:2009-04-09 Online:2010-02-10 Published:2010-02-10
  • Contact: TIAN Mi. E-mail: wkpwkp469@sina.com

Abstract:

We developed a simple and efficient method for the synthesis of benzimidazole derivatives in water. Imidazolium salt grafted iodobenzene diacetate containing double features of ionic liquid and iodobenzene diacetate was synthesized. Thirteen benzimidazole derivatives were synthesized by one-step oxidative cyclisation of 1,2-phenylenediamine or 4-methyl-1,2-phenylenediamine at room temperature and a series of aromatic aldehydes under imidazolium salt grafted iodobenzene diacetate assisted. The reactions were completed in 25—45 min with 92%—98% yields. The structure of products were characterized by 1H NMR and IR, MS spectra and elemental analysis. The synthetic method has such advantages as the broad scope of application of reactants, mild reaction conditions, faster reaction velocity, reasonably good yields, high efficient recycling oxidants and environmental benign. In addition, the possible mechanism of the reaction was proposed.

Key words: Imidazolium salt grafted iodobenzene diacetate; 1,2-Phenylenediamine; Aromatic aldehyde; Green synthesis; Benzimidazole derivative

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