Facile and efficient one-pot synthesis of benzimidazoles using lanthanum chloride.

Yekkirala Venkateswarlu, Sudhagani Ramesh Kumar, Panuganti Leelavathi
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Abstract

Background: We report the synthesis of benzimidazoles using lanthanum chloride as an efficient catalyst. One-pot synthesis of 2-substituted benzimidazole derivatives from o-phenylenediamine and a variety of aldehydes were developed under mild reaction conditions.

Results: We have examined the effect of different solvents using the same reaction conditions. The yield of the product varied with the nature of the solvents, and better conversion and easy isolation of products were found with acetonitrile. In a similar manner, the reaction with o-phenylenediamine and 3,4,5-trimethoxybenzaldehyde was carried out without any solvents. The observation shows that the reaction was not brought into completion, even after starting for a period of 9 h, and the reaction mixture showed a number of spots in thin-layer chromatography.

Conclusions: In conclusion, lanthanum chloride has been employed as a novel and efficient catalyst for the synthesis of benzimidazoles in good yields from o-phenylenediamine and a wide variety of aldehydes. All of the reactions were carried out in the presence of lanthanum chloride (10 mol%) in acetonitrile at room temperature.

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Abstract Image

使用氯化镧方便高效地一步法合成苯并咪唑。
背景:我们报告了使用氯化镧作为高效催化剂合成苯并咪唑的情况。在温和的反应条件下,以邻苯二胺和多种醛为原料,开发了 2-取代的苯并咪唑衍生物的一步法合成:我们在相同的反应条件下考察了不同溶剂的影响。产物的产率随溶剂性质的不同而变化,乙腈的转化率更高,且易于分离产物。同样,与邻苯二胺和 3,4,5-三甲氧基苯甲醛的反应也是在不使用任何溶剂的情况下进行的。观察结果表明,即使开始反应 9 个小时,反应也没有完成,反应混合物在薄层色谱中出现了一些斑点:总之,氯化镧被用作一种新型高效催化剂,用于以邻苯二胺和多种醛类为原料合成苯并咪唑,收率良好。所有反应都是在氯化镧(10 摩尔%)存在下于室温下在乙腈中进行的。
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