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邻苯二胺与醛反应合成苯并咪唑衍生物的反应机理研究

Investigation on the Reaction Mechanism for the Synthesis of Benzimidazole Derivatives from Aldehydes and o-Phenylenediamine

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【作者】 崔丽君肖尚友杨昊书徐盼程凡圣李正华梁荣辉夏之宁

【Author】 Cui,Lijun Xiao,Shangyou Yang,Haoshu Xu,Pan Cheng,Fansheng Li,Zhenghua Liang,Ronghui Xia,Zhining*(College of Chemistry and Chemical Engineering,Chongqing University,Chongqing 400030)

【机构】 重庆大学化学化工学院

【摘要】 以4-甲基苯甲醛与邻苯二胺反应合成2-(4-甲基苯基)苯并咪唑的反应为例,以HPLC方法跟踪反应进程,对关键中间体与产物的结构通过1H NMR,FT-IR及LC-MS等手段进行了表征.实验证明了在邻苯二胺和醛物质的量比为1∶1时同时生成单席夫碱和双席夫碱中间体的反应机理,并提出了该类反应的影响规律.

【Abstract】 The synthesis of 2-(4-methyphenyl)benzimidazole from 4-methyl benzylaldehyde and o-phenylenediamine was performed.The reaction process was monitored by HPLC,and the structures of re-lated intermediates and products were identified by 1H NMR,FT-IR and LC-MS techniques.The experi-ments proved that mono-Schiff base and bis-Schiff base could both be synthesized at the same time when o-phenylenediamine and aldehydes were in a molar ratio of 1∶1,and the influences of the reaction were pro-posed.

【基金】 国家自然科学基金(No.20775096);国家重点基础研究发展计划(973,Nos.2009CB724501,2009CB724502);科技部国际合作(No.2010DFA32680)资助项目
  • 【文献出处】 有机化学 ,Chinese Journal of Organic Chemistry , 编辑部邮箱 ,2011年05期
  • 【分类号】O626.23
  • 【被引频次】25
  • 【下载频次】2028
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