CONDENSED TETRAZOLO-1,3,5-TRIAZINES. 1. SYNTHESIS OF 5-POLYNITROMETHYLTETRAZOLO[1,5-<i>a</i>]-1,3,5-TRIAZIN-7-ONE SALTS

Authors

  • Б. С. Федоров Institute of Problems of Chemical Physics, Russian Academy of Sciences, Chernogolovka 142432, Moscow Region
  • М. А. Фадеев Institute of Problems of Chemical Physics, Russian Academy of Sciences, Chernogolovka 142432, Moscow Region
  • А. А. Гидаспов Samara State Technical University, Samara 443010
  • Е. А. Косарева Samara State Technical University, Samara 443010
  • В. В. Бахарев Samara State Technical University, Samara 443010

DOI:

https://doi.org/10.1007/8379

Keywords:

2-substituted 4, 6-bis(trinitromethyl)-1, 3, 5-triazines, condensed tetrazolo-1, 5-polynitromethyltetrazolo[1, 5-a]-1, 5-triazin-7-ones, aziridation, azido-tetrazole tautomerism

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.

How to Cite
Fedorov, B. S.; Fadeev, M. A.; Gidaspov, A. A.; Kosareva, E. A.; Bakharev, V. V.  Chem. Heterocycl. Compd. 2005, 41, 228. [Khim. Geterotsikl. Soedin. 2005, 259.]

For this article in the English edition, see DOI 10.1007/s10593-005-0132-5


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Published

2023-12-01

Issue

No. 2 (2005)

Section

Original Papers