Condensed Imidazo-1,2,4-azines. 31. Synthesis and Chemical Transformations of Substituted 1,2,4-Triazepino[2,3-a]benzimidazoles |
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Authors: | V P Kruglenko V P Gnidets N A Klyuev M V Povstyanoi |
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Institution: | (1) Kherson State Technical University, Kherson, 73008, Ukraine;(2) A. N. Severtsov Institute of Problems of Ecology and Evolution, Moscow, 117071, Russia |
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Abstract: | By reaction of 1,2-diaminobenzimidazole with 1,3-diketones, acetoacetic ester and its derivatives, we have synthesized substituted 1,2,4-triazepino2,3-a]benzimidazole and 5H-1,2,4-triazepino2,3-a]benzimidazol-4-one. By reaction of 5H-2-methyl-1,2,4-triazepino2,3-a]benzimidazol-4-one with aromatic aldehydes or phenyldiazonium chloride, we have obtained 3-arylidene(phenylazo) derivatives of this compound, and by reaction with P2S5 we have obtained 5H-2-methyl-1,2,4-triazepino2,3-a]benzimidazole-4-thione. We have shown that when reacted with ammonia, primary or secondary amines, the latter forms 4-amino-substituted 2-methyl-1,2,4-triazepino2,3-a]benzimidazole. |
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Keywords: | 1 2-diaminobenzimidazole dinucleophilic reagents 1 2 4-triazepino[2 3-a]benzimidazole tautomerism |
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