一种合成N-苯基苯并咪唑的新方法  

A Novel Method for the Synthesis of N-Phenylbenzoimidazole

作　　者：杨祺[1] 和潇夏[1] 常姣[1] 吴群[1] 张变香[1] 

机构地区：[1]山西大学化学化工学院,太原030006

出　　处：《有机化学》2011年第10期1687-1689,共3页Chinese Journal of Organic Chemistry

基　　金：山西省科技攻关项目(No.201103214040-02);山西省回国留学人员科研(No.2010-001);山西省高等学校大学生创新创业训练(No.201126)资助项目

摘　　要：成功开发出一种直接合成N-苯基苯并咪唑的新方法.在不使用金属催化剂与强碱的条件下,通过苯并咪唑与二苯基碘三氟甲磺酸盐的反应合成了目标化合物,采用1H NMR与13C NMR技术对目标化合物进行了表征,并确定了最佳反应条件.在苯并咪唑与二苯基碘三氟甲磺酸盐的物质的量比为1∶1.2、溶剂乙醇/二甲苯的体积比为1∶4、反应温度为120℃、反应时间为24 h的最佳反应条件下,使目标化合物的产率达到了52.0%,并回收了等量的碘苯.此外,通过高效液相色谱技术进行跟踪监测,对该反应的机理进行了探讨.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.

关 键 词：N-苯基苯并咪唑 苯并咪唑 二苯基碘三氟甲磺酸盐 

分 类 号：O626.23[理学—有机化学]