Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (8): 2130-2136.DOI: 10.6023/cjoc201802027 Previous Articles     Next Articles



杨康a, 顾惠雯a, 张芳b, 许晓娟b, 张立洁d, 孙雅泉b,c   

  1. a 南京工业大学化工学院 南京 210000;
    b 盐城师范学院药学院 盐城 224002;
    c 江苏海洋产业研究院 盐城 224100;
    d 盐城通达药业有限公司 盐城 224100
  • 收稿日期:2018-02-28 修回日期:2018-05-05 发布日期:2018-05-24
  • 通讯作者: 孙雅泉
  • 基金资助:


Synthesis of 1,2,6-Trisubstituted Benzimidazoles

Yang Kanga, Gu Huiwena, Zhang Fangb, Xu Xiaojuanb, Zhang Lijied, Sun Yaquanb,c   

  1. a School of Chemical Engineering, Nanjing TECH University, Nanjing 210000;
    b School of Pharmacy, Yancheng Teachers University, Yancheng 224002;
    c Jiangsu Marine Industry Research Institute, Yancheng 224100;
    d Yancheng Tongda Pharmaceutical Co., Ltd., Yancheng 224100
  • Received:2018-02-28 Revised:2018-05-05 Published:2018-05-24
  • Contact: 10.6023/cjoc201802027
  • Supported by:

    Project supported by the Jiangsu Prospective Joint Research Project (No. BY2016066-02).

A novel synthetic method for 1,2,6-trisubstituted benzimidazole derivatives was developed, which started from 3-fluoro-4-nitrobenzonitrile and aromatic amines to give the intermediates N-substituted-2-nitro-4-cyanoaniline (1) with high yield and short reaction time under microwave irradiation condition. Then, compound 1 reacted with different aldehydes in the presence of Na2S2O4 to provide the final compounds. Meanwhile, the process of the reactions was optimized in this study and the optimized conditions are described as:dimethyl sulfoxide (DMSO)-H2O as solvent, n(compound 1):n(4-chlorobenzaldehyde):n(sodium dithionite)=1:1:9 at 80℃ for 2 h. Employing the same synthetic method, 21 1,2,6-trisubstituted benzimidazole derivatives were synthesized.

Key words: synthesis, benzimidazole, process optimization, one-pot reaction