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Condensed Tetrazolo-1,3,5-triazines. 1. Synthesis of 5-Polynitromethyltetrazolo[1,5-a]-1,3,5-triazin-7-one Salts

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The aziridation of 2-R-4,6-bis(trinitromethyl)-1,3,5-triazines containing electron-donor substituents has been studied. It was found that the corresponding 4-azido-2-dialkylamino-6-trinitromethyl-1,3,5-triazines are formed when R = NMe2, NEt2. When R = O−NMe4 + a novel reaction route was discovered leading to the tetramethylammonium salt of 5-polynitromethyltetrazolo[1,5-a]-1,3,5-triazin-7-one which is formed as a result of azido-tetrazole and lactim-lactam tautomeric conversion. Denitration of this salt at the trinitromethyl group occurs with retention of the tetrazolo-1,3,5-triazine structure. An X-ray analysis was carried out for the denitration product which was the dipotassium salt of 5-dinitromethyltetrazolo[1,5-a]-1,3,5-triazin-7-one.

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Authors and Affiliations

  1. Institute of Problems of Chemical Physics, Russian Academy of Sciences, Chernogolovka, Moscow Region, 142432, Russia

    B. S. Fedorov & M. A. Fadeev

  2. Samara State Technical University, Samara, 443010, Russia

    A. A. Gidaspov, E. A. Kosareva & V. V. Bakharev

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  1. B. S. Fedorov
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  2. M. A. Fadeev
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  3. A. A. Gidaspov
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  4. E. A. Kosareva
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  5. V. V. Bakharev
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__________

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 259–266, February, 2005.

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Fedorov, B.S., Fadeev, M.A., Gidaspov, A.A. et al. Condensed Tetrazolo-1,3,5-triazines. 1. Synthesis of 5-Polynitromethyltetrazolo[1,5-a]-1,3,5-triazin-7-one Salts. Chem Heterocycl Compd 41, 228–234 (2005). https://doi.org/10.1007/s10593-005-0132-5

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  • DOI: https://doi.org/10.1007/s10593-005-0132-5

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