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Synthesis 1995; 1995(8): 923-925
DOI: 10.1055/s-1995-4039
DOI: 10.1055/s-1995-4039
short paper
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Synthesis of Substituted Nicotinamides from Enamines Derived from N,N-Dimethylformamide Dimethyl Acetal
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Publikationsverlauf
Publikationsdatum:
31. Dezember 2000 (online)
![](https://www.thieme-connect.de/media/synthesis/199508/lookinside/thumbnails/10.1055-s-1995-4039-1.jpg)
Reactions of 1,3-dicarbonyl compounds with N,N-dimethylformamide dimethyl acetal followed by malonamide in the presence of sodium hydride give 5,6-disubstituted 1,2-dihydro-2-oxopyridine-3-carboxamides 3a-c, whereas reactions of the intermediate enamines with cyanothioacetamide or cyanoacetamide in the presence of piperidine give 4,5-disubstituted 1,2-dihydro-2-thioxopyridine-3-carboxamides 6a-c and 1,2-dihydro-2-oxopyridine-3-carboxamides 6d-h.
1,2-dihydro-2-oxopyridine-3-carboxamides - 1,2-dihydro-2-thioxopyridine-3-carboxamides - malonamide - cyanothioacetamide - cyanoacetamide