EFFECT OF STRUCTURE OF ALKYL SUBSTITUENT AT N(2) POSITION OF HETEROCYLE ON NUCLEOPHILIC SUBSTITUTION OF O-NUCLEOPHILES FOR NITRO GROUP IN N-SUBSTITUTED 3-NITRO-1,2,4-TRIAZOLES

I.А. Krupnova, G.Т. Sukhanov, А.G. Sukhanova, K.K. Bosov, Yu.V. Filippova, Е.V. Pivovarova
 DOI: 10.25699/SSSB.2021.38.4.014 Download PDF
Abstract: Here we investigate the SN ipso –substitution of the nitro group in alkyl-substituted derivatives of 3-nitro-1,2,4-triazole. The N(2)-isomeric derivatives of nitrotriazoles were found to engaged in the reaction of nucleophilic substitution of the nitro group with the methoxide anion to furnish the respective methoxy derivatives. The reactions of SN ipso –substitution of the nitro group in 1- alkyl-5-nitro-1,2,4-triazoles with the methoxide anion were almost selective. The portion of by-products was not in excess of 1.0 %.
Index terms: 3-nitro-1,2,4-triazole, SN ipso -substitution, О-nucleophile, N-C bicycle.

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