Abstract
The intramolecular azo-coupling of diazotized N-o-aminophenyl-imidazoles forms derivatives of the new heterocyclic system of imidazo[5, 1-c]benzo-1, 2,4-triazine or, if position 5 of the imidazole ring is substituted, that of imidazo[1, 2-c]benzo-1,2,4-triazine. This reaction is the first case of the azo-coupling of an imidazole ring in the nonaniontc form. The spectral characteristics and basicities of the compounds obtained have been studied. Quantum-mechanical calculations by the MOH method have been performed.
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The subject-matter of the present paper was presented at the II-nd All-Union Conference on “The Chemistry of Five-Membered Nitrogen Heterocycles” [1].
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Pozharskii, A.F., Simonov, A.M. & Sitkina, L.M. Unusual azo-coupling reaction in the imidazole series: formation of a new heterocyclic system—that of imidazobenzo-1, 2, 4-triazine. Chem Heterocycl Compd 5, 683–687 (1969). https://doi.org/10.1007/BF00957391
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DOI: https://doi.org/10.1007/BF00957391