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

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Chemistry of Heterocyclic Compounds Aims and scope

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.

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Correspondence to G. L. Rusinov.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 860-867, June, 2010.

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Tolshchina, S.G., Ignatenko, N.K., Slepukhin, P.A. et al. Synthesis of 5-trifluoromethylpyrazol-1-yl-substituted 1,2,4,5-tetrazines. Chem Heterocycl Comp 46, 691–698 (2010).

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