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ALKYLATION OF 5-DIMETHYLAMINOTETRAZOLO[1,5-a][1,3,5]TRIAZIN-7-ONE

Владимир В. Бахарев, Виктор Е. Парфенов, Александр А. Гидаспов, Андрей А. Пименов, Павел А. Слепухин, Кирилл Ю. Супоницкий
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Abstract


Reaction of 5-dimethylaminotetrazolo[1,5-а][1,3,5]triazin-7-one tetrabutylammonium salt with allyl bromide in acetonitrile proceeds with the formation of 3-allyl-5-dimethylaminotetrazolo[1,5-a][1,3,5]triazin-7-one (N-alkylation), 6-allyloxy-4-azido-N,N-dimethyl-1,3,5-triazin-2-amine (O-alkylation), and 2-(1-allyl-1H-tetrazol-5-yl)-1,1-dimethylguanidine as the product of hydrolysis of N-alkylated tetrazolo[1,5-a][1,3,5]triazin-7-one. The structure of the reaction products was confirmed by IR, 1H and 13C NMR spectroscopy as well as elemental and X-ray structural analysis data.

How to Cite
Bakharev, V. V.; Parfenov, V. E.; Gidaspov, A. A.; Pimenov, A. A.; Slepukhin, P. A.; Suponitsky, K. Yu. Chem. Heterocycl. Compd. 2015, 51, 745. [Khim. Geterotsikl. Soedin. 2015, 51, 745.]

For this article in the English edition see DOI 10.1007/s10593-015-1768-4


Keywords


tetrazolo[1,5-a][1,3,5]triazines; alkylation; ambident nucleophiles; anomalous nucleosides; tetrazolylguanidines

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