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OPENING OF THE 1,3,5-TRIAZINE RING IN 3-METHYL-5-(TRINITROMETHYL)TETRAZOLO[1,5-a][1,3,5]TRIAZIN-7-ONE BY THE ACTION OF ALCOHOLS

Владимир В. Бахарев, Александр А. Гидаспов, Владимир А. Заломленков, Виктор Е. Парфенов, Ольга В. Головина, Павел А. Слепухин
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Abstract


It was shown for the first time that in the reaction of 3-methyl-5-(trinitromethyl)tetrazolo[1,5-a][1,3,5]triazin-7-one with alcohols in the presence of bases, along with the expected substitution of the trinitromethyl group, opening of the 1,3,5-triazine ring with the addition of an alcohol at the site of the C–N bond cleavage takes place. It was found that in the absence of bases only opening of the 1,3,5-triazine ring occurs with the formation of alkyl esters of {1-[(1-methyl-1H-tetrazol-5-yl)imino]-2,2,2-trinitroethyl}carbamic acid, and the trinitromethyl group retains high reactivity and can be substituted by the action of alcohols in the presence of a base.

Authors: Vladimir V. Bakharev*, Alexander А. Gidaspov, Vladimir А. Zalomlenkov, Victor E. Parfenov, Olga V. Golovina, Pavel А. Slepukhin


Keywords


tetrazolo[1,5-a][1,3,5]triazine; (tetrazolyliminomethyl)carbamates; (tetrazolyl-2,2,2-trinitroethyl)carbamates; 1,3,5-triazine ring opening; trinitromethyl group substitution

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