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有机化学
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有机化学 ›› 2011, Vol. 31 ›› Issue (05): 672-676. 上一篇    下一篇

研究论文

邻苯二胺与醛反应合成苯并咪唑衍生物的反应机理研究

崔丽君，肖尚友，杨昊书，徐盼，程凡圣，李正华，梁荣辉，夏之宁*   

  1. (重庆大学化学化工学院 重庆 400030)
  • 收稿日期:2010-07-06 修回日期:2010-11-08 发布日期:2010-12-21
  • 通讯作者: 夏之宁 E-mail:chem_lab_cqu@yahoo.com.cn

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

CUI Li-Jun, XIAO Shang-You, YANG Hao-Shu, XU Pan, CHENG Fan-Sheng, LI Zheng-Hua, LIANG Rong-Hui, XIA Zhi-Ning   

  1. (College of Chemistry and Chemical Engineering, Chongqing University, Chongqing 400030)
  • Received:2010-07-06 Revised:2010-11-08 Published:2010-12-21
  • Contact: Zhi-Ning XIA E-mail:chem_lab_cqu@yahoo.com.cn

PDF

2851

被引次数

24 | 8

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.

关键词: 芳香醛, 邻苯二胺, 苯并咪唑衍生物, 反应机理

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 related intermediates and products were identified by 1H NMR, FT-IR and LC-MS techniques. The experiments 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 proposed.

Key words: aldehyde, o-phenylenediamine, benzimidazole derivative, reaction mechanism