A 10 A convenient approach to 4,7-dihydrotetrazolo [5,1-c ][1,2,4]triazine synthesis [Electronic resource] / E. V. Shchegol'kov, A. E. Ivanova, Ya. V. Burgart, V. I. Saloutin // Journal of Heterocyclic Chemistry. - 2013. - Vol.50. - PE80-E86 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): TRIAZINE SYNTHESIS -- 1,3-DICARBONYL -- ISOMERISM Аннотация: Azo coupling of 1,3-dicarbonyl compounds with tetrazolyl-5-diazonium chloride is used to develop a convenient one-step procedure for the synthesis of 4,7-dihydrotetrazolo[5,1-c][1,2,4]triazines. In contrast to nonfluorinated analogs, 7-hydroxy-7-polyfluoroalkyl-4,7-dihydrotetrazolo[5,1-c][1,2,4]triazines undergo a ring-chain isomerism resulting from the cleavage at the C7 - N7a bond. A distinctive feature of nonfluorinated 4,7-dihydrotetrazolo[5,1-c][1,2,4] triazines is the possibility to dehydration, which is accompanied by an azide rearrangement due to the tetrazole ring cleavage with the formation of tetrazolo[1,5-b][1,2,4]triazines |