The interaction of 3-amino-3-thioxopropanamides with 2-anilinomethylene derivatives of dimedone, 1,3-cyclohexanedione and Meldrum’s acid led to the formation of 2-(2-amino-2-oxoethyl)-6-thioxo-1,6-dihydropyrimidine-5-carboxamides. The latter were alkylated in alkaline medium with the formation of 4-(alkylthio)pyrimidine-5-carboxamide derivatives.
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Notes
Unresolved triplet
Signal in antiphase.
Overlap of two doublets. Signal of endocyclic NH proton is not displayed, evidently due to deuterium exchange.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 474-485, March, 2013.
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Dotsenko, V.V., Frolov, K.A., Krivokolysko, S.G. et al. Unexpected result in the reaction of 3-amino-3-thioxopropanamides with 2-anilinomethylene derivatives of 1,3-dicarbonyl compounds. synthesis of pyrimidine-5-carboxamide derivatives. Chem Heterocycl Comp 49, 440–451 (2013). https://doi.org/10.1007/s10593-013-1266-5
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DOI: https://doi.org/10.1007/s10593-013-1266-5