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
DOI:
https://doi.org/10.1007/468Keywords:
3-amino-3-thioxopropanamides, pyrimidine-5-carboxamides, thiomalonamides, alkylation, heterocyclizationAbstract
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.
Authors: V. V. Dotsenko, K. A. Frolov, S. G. Krivokolysko, and V. V. Polovinko
English Translation in Chemistry of Heterocyclic Compounds, 2013, 49 (3), pp 440-451