Chin. J. Org. Chem. ›› 2011, Vol. 31 ›› Issue (10): 1687-1689. Previous Articles     Next Articles

Notes

一种合成N-苯基苯并咪唑的新方法

杨祺,和潇夏,常姣,吴群,张变香*   

  1. (山西大学化学化工学院 太原 030006)
  • 收稿日期:2011-01-14 修回日期:2011-04-15 发布日期:2011-05-18
  • 通讯作者: 杨祺 E-mail:2005290049@email.sxu.cn

A Novel Method for the Synthesis of N-Phenylbenzoimidazole

YANG Qi, HE Xiao-Xia, CHANG Jiao, WU Qun, ZHANG Bian-Xiang   

  1. (School of Chemistry and Chemical Engineering, Shanxi University, Taiyuan 030006)
  • Received:2011-01-14 Revised:2011-04-15 Published:2011-05-18

In this study, a novel method for the direct synthesis of N-phenylbenzoimidazole was successfully developed. The title compound was synthesized via the reaction of benzimidazole with diphenylene io-donium trifluoromethanesulfonate without any metal catalysts and strong alkali. The title compound was characterized by 1H NMR and 13C NMR spectra, and the optimal reaction conditions were determined. At the molar ratio of 1∶1.2 of benzimidazole to diphenylene iodonium trifluoromethanesulfonate, volume ratio of 1∶4 of ethanol to xylene, and at the reaction temperature of 120 ℃, the yield of the title compound N-phenylbenzoimidazole was up to 52.0% in 24 h, and the equal amount of iodine benzene was recycled. In addition, the proposed reaction mechanism was studied by HPLC technique.

Key words: 1-phenyl-1H-benzoimidazole, benzimidazole, diphenylene iodonium trifluoromethanesulfonate

CLC Number: