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

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-...

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Bibliographic Details
Published in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2013-06, Vol.49 (3), p.440-451
Main Authors: Dotsenko, V. V., Frolov, K. A., Krivokolysko, S. G., Polovinko, V. V.
Format: Article
Language:English
Subjects:
Aniline
Chemistry
Chemistry and Materials Science
Nitriles
Organic Chemistry
Pharmacy
Pyridine
Pyrimidines
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Summary: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.
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-013-1266-5