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Question of the mechanism of the formation of 5-hydrazino-tetrazole from 5-diazomethylazotetrazole in acidic media

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The heating of the hydrate of 5-diazomethylazotetrazole in an aqueous medium led to the isolation, for the first time, of 5-hydroxymethylazotetrazole — the proposed intermediate product in the isolation of 5-hydrazinotetrazole from 5-diazomethylazotetrazole in acidic media. It was established that 5-hydrazinotetrazole is not formed when 5-hydroxymethylazotetrazole is treated with hydrochloric acid under different conditions. In this connection, an improved reaction mechanism, not including 5-hydroxymethylazotetrazole as an intermediate compound, was proposed. It was shown that not all of the 5-diazomethylazotetrazole enters into the reaction with water. The proposition was expressed that the product which did not enter into the reaction is the Z-isomer.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1351–1353, October, 1992.

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Mayants, A.G., Tishchenko, L.M., Vladimirov, V.N. et al. Question of the mechanism of the formation of 5-hydrazino-tetrazole from 5-diazomethylazotetrazole in acidic media. Chem Heterocycl Compd 28, 1149–1151 (1992). https://doi.org/10.1007/BF00529577

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  • DOI: https://doi.org/10.1007/BF00529577

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