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Studies of benzimidazole derivatives

XX. Transformations during the reaction between nitrosyl sulfuric acid and 2-aminobenzimidazole

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

It was found that the formation of 2,5′- and 2, 6′-azobenzimidazoles, formed during the action of nitrosyl sulfuric acid on 2-amino-2-alkyl (phenyl, benzyl) benzimidazoles, occurs by azo combination of the extremely active salt of benzimidazole-2-diazonium obtained at first with the original amine. The azo compound is formed from 2-aminobenzimidazole substituted in position 5 and 6 only in the presence of 2-dimethylamino-1-methylbenzimidazole or other azo constituents. In the presence of substitutes, which hinder azo combination, 2,2′-diazoaminobenzimidazoles stable also in strongly acid medium may constitute the product of the reaction.

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For part XIX, see [1].

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Smirnov, A.M., Kolodyazhnaya, S.N. Studies of benzimidazole derivatives. Chem Heterocycl Compd 5, 404–407 (1969). https://doi.org/10.1007/BF00471159

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  • DOI: https://doi.org/10.1007/BF00471159

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