A Novel Method for the Synthesis of N-Phenylbenzoimidazole

作者：Yang Qi^*; He Xiaoxia; Chang Jiao; Wu Qun; Zhang Bianxiang

来源：Chinese Journal of Organic Chemistry, 2011, 31(10): 1687-1689.

• 1-phenyl-1H-benzoimidazole
• benzimidazole
• diphenylene iodonium trifluoromethanesulfonate

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 iodonium trifluoromethanesulfonate without any metal catalysts and strong alkali. The title compound was characterized by (1)H NMR and (13)C 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 degrees C, 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.

• 出版日期2011-10
• 单位山西大学