A study was carried out on the reaction of 4-hydroxy-1-phenyltetrahydropyrimidine-2(1H)-thione and its 6-methyl analog with a series of functionally substituted hydrazines and amines. Substitution of the hydroxyl group leads to 4-substituted tetrahydropyrimidine-2(1H)-thiones. Partial recyclization is observed in solutions of the reaction products with thioaroylhydrazines and a ring-ring tautomeric equilibrium between tetrahydropyrimidine-2(1H)-thiones and 2,3-dihydro-1,3,4-thiadiazoles is established.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1606-1617, October, 2013.
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Alekseyev, V.V., Yakimovich, S.I., Zerova, I.V. et al. Ring-Ring Tautomerism of the Products of the Reaction of 4-Hydroxytetrahydropyrimidine-2(1H)-Thiones with Functionally Substituted Amines and Hydrazines. Chem Heterocycl Comp 49, 1490–1499 (2014). https://doi.org/10.1007/s10593-014-1400-z
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DOI: https://doi.org/10.1007/s10593-014-1400-z