REACTIONS OF 3-NITRO-1,2,4-TRIAZOLES WITH ALKYLATING AGENTS. 3. ALKYLATION OF A NEUTRAL HETEROCYCLE BY DIETHYL SULFATE

Authors

  • Г. Т. Суханов Institute for Problems of Chemical and Energetic Technologies, Siberian Branch of the, Russian Academy of Sciences, Biysk 659322
  • А. Г. Суханова Institute for Problems of Chemical and Energetic Technologies, Siberian Branch of the, Russian Academy of Sciences, Biysk 659322
  • Ю. В. Ильясова Institute for Problems of Chemical and Energetic Technologies, Siberian Branch of the, Russian Academy of Sciences, Biysk 659322

DOI:

https://doi.org/10.1007/7821

Keywords:

N-alkyl-3-nitro-1, 2, 4-triazoles, N, N-dialkyl-3-nitro-1, 4-triazolium salts, N-dialkyl-1, 4-triazol-5-ones

Abstract

The reaction of 3-nitro-5-R-1,2,4-triazoles with diethyl sulfate gives 1-ethyl-3-R-5-nitro-, 4-ethyl-3-nitro-5-R-1,2,4-triazoles, 1,4-diethyl-, 1,4-diethyl-3-methyl-1,2,4-triazol-5-ones, and 1,4-diethyl-3-nitro-5-R-1,2,4-triazolium salts. When compared with the use of dimethyl sulfate as alkylating agent the ethylation products have a markedly increased fraction of triazolones (up to 30-37%) and a somewhat lowered yield of nitrotriazolium salts (up to 6-10%). The reaction time is increased by an order.

How to Cite
Sukhanov, G. T.; Sukhanova, A. G.; Ilyasova, Yu. V.  Chem. Heterocycl. Compd. 2006, 42, 1197. [Khim. Geterotsikl. Soedin. 2006, 1378.]

For this article in the English edition see DOI 10.1007/s10593-006-0225-9


Published

2023-05-22

Issue

Section

Original Papers