摘要/Abstract

研究了1，2，6-三取代苯并咪唑衍生物合成的新方法.即以3-氟-4-硝基苄腈和芳香胺为初始原料，借助微波合成中间体N-取代-2-硝基-4-腈基苯胺（1），在Na₂S₂O₄作用下，化合物1与不同的醛反应，一步关环合成1，2，6-三取代苯并咪唑衍生物.第一步反应微波技术的使用，大大缩短了反应时间，提高了产率.通过优化，第二步反应最优实验条件为：以二甲基亚砜（DMSO）-H₂O为溶剂，n（中间体）：n（对氯苯甲醛）：n（保险粉）=1：1：9，在80℃下反应2 h.应用该方法，合成21个1，2，6-三取代苯并咪唑衍生物.
关键词: 合成, 苯并咪唑, 工艺优化, 一锅法
A novel synthetic method for 1,2,6-trisubstituted benzimidazole derivatives was developed, which started from 3-fluoro-4-nitrobenzonitrile and aromatic amines to give the intermediates N-substituted-2-nitro-4-cyanoaniline (1) with high yield and short reaction time under microwave irradiation condition. Then, compound 1 reacted with different aldehydes in the presence of Na₂S₂O₄ to provide the final compounds. Meanwhile, the process of the reactions was optimized in this study and the optimized conditions are described as:dimethyl sulfoxide (DMSO)-H₂O as solvent, n(compound 1):n(4-chlorobenzaldehyde):n(sodium dithionite)=1:1:9 at 80℃ for 2 h. Employing the same synthetic method, 21 1,2,6-trisubstituted benzimidazole derivatives were synthesized.
Key words: synthesis, benzimidazole, process optimization, one-pot reaction


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