REACTIONS OF 3-NITRO-1,2,4-TRIAZOLE DERIVATIVES WITH ALKYLATING AGENTS. 9. PREPARATION OF <i>N</i>(1)-, <i>N</i>(2)- AND <i>N</i>(4)-ETHYL-5-R-NITRO-1,2,4-TRIAZOLES BY THE ALKYLATION OF 5-R-3-NITRO-1,2,4-TRIAZOLATE ANIONS WITH DIETHYL SULFATE
DOI:
https://doi.org/10.1007/941Keywords:
diethyl sulfate, 5-R-N-ethyl-3-nitro-1, 2, 4-triazoles, 5-R-3-nitro-1, alkylation, selectivityAbstract
The product of substitution at the nitrogen atom N(4) is found along with main N(1)- and N(2)-substituted 5-R-3-nitro-1,2,4-triazoles among the products of 5-R-nitro-1,2,4-triazolate anion (R = H, Me, Et) reactions with diethyl sulfate in aqueous medium. The fraction of 5-R-4-ethyl-3-nitro-1,2,4-triazoles, which varies from 1.3 to 6.9%, depends on the temperature, ratio of the starting reagents, and the degree of the alkylating agent consumption.
Authors: G. T. Sukhanov, Yu. V. Filippova, and A. G. Sukhanova
English Translation in Chemistry of Heterocyclic Compounds, 2012, 48 (9), pp 1340-1346
http://link.springer.com/article/10.1007/s10593-012-1142-8