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Synthesis 1995; 1995(8): 923-925
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

Fathi A. Abu-Shanab, Fawzy M. Aly, Basil J. Wakefield*
  • *Department of Chemistry and Applied Chemistry, Cockcroft Building, University of Salford, Salford M5 4WT, England, Fax +44(161)7455111; E-mail b.j.wakefield@chemistry.salford.ac.uk
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Publication Date:
31 December 2000 (online)

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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