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Synthesis of 5-trifluoromethylpyrazol-1-yl-substituted 1,2,4,5-tetrazines

Research paper by S. G. Tolshchina, N. K. Ignatenko, P. A. Slepukhin, R. I. Ishmetova, G. L. Rusinov

Indexed on: 17 Sep '10Published on: 17 Sep '10Published in: Chemistry of Heterocyclic Compounds



Abstract

Previously unknown products of the cyclocondensation of 1,1,1-trifluoro-2,4-pentanedione with triaminoguanidine and hydrazine derivatives of 1,2,4,5-tetrazine have been obtained. 5-Hydroxy-5-tri-fluoromethylpyrazoline substituents formed on the tetrazine ring were dehydrated under the action of trifluoroacetic anhydride. A comparison has been carried out of the reactivity of 5-trifluoro-methylpyrazolyl-substituted 1,2,4,5-tetrazines and their unfluorinated analogs in nucleophilic substitution and [4 + 2] cycloaddition reactions.