N1-, N2-, and N3-Methyl-4-nitro-1,2,3-triazoles and Metal Complexes Based on Them

Yu. V. Filippovaa, *, I. A. Krupnovaa, K. K. Bosova, G. T. Sukhanova, A. G. Sukhanovaa, and E. V. Pivovarovaa

aInstitute for Problems of Chemical and Energetic Technologies, Siberian Branch, Russian Academy of Sciences, Biisk, Altai krai, 659322 Russia

email: *filippova-yulia@mail.ru

Received 1 August, 2022

Abstract— Alkylation of an NH-heterocycle, 4-nitro-1,2,3-triazole, with dimethyl sulfate is accompanied by tandem alkylation–quaternization and yields a complex mixture of products of N-monoalkylation at all the three heteroatoms, N-1, N-2, and N-3, with the significant prevalence of the N3 derivative and product of its further transformation, 1,3-dimethyl-4-nitro-1,2,3-triazolium salt. Previously unknown complexes of N3-methylnitrotriazole with copper(II) and nickel(II) ions were prepared.

Keywords: nitrotriazole, alkylation, regioselectivity, N-methylnitrotriazoles, coordination compounds

DOI: 10.1134/S1070427223030114