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Abstract In the present investigation, the 2-pyridinone derivative was synthesized by treatment of acetyl acetone with cyanoacetamide in presence of base. 4,6-Dimethyl-2-oxo-1,2-dihyDROPyridine-3-carbonitrile (22) was alkylated, after its treatment with 60% sodium hydride in anhydrous N,Ndimethylformamide, with 2-chloroacetonitril to give two alkylated derivatives, O- and N-alkyl 139 and 140 respectively. The O- and N-alkylated derivative were separated by column chromatography with ethyl acetate : chloroform (1:10) as eluent to give 139 and 140 in 49 %, 34% respectively. The derivative 139 was cyclized, by its treatment with sodium ethoxide in absolute ethanol to afford the furopyridine derivative 141. The N-alkylated 140 was allowed to react with phenylisothiocyanat in presence of divided sulfur, according to the reported method,25 to give the N-pyridothiazol 142. On the other hand, when 22 was reacted with acrylonitril in presence of triethylamine afforded 1-(2-cyanoethyl)-4,6-dimethyl-2-oxo-1,2- dihyDROPyridine-3-carbonitrile (143) in good yield 95 %. Also, to synthesized 1-[(4-amino-3-phenyl-2-thioxo-2,3-dihydro-1,3-thiazol-5-yl)methyl]-4,6- dimethyl-2-oxo-1,2-dihyDROPyridine-3-carbonitrile (144) by reaction of 143 with PhNCS/S under the same condition used for synthesized derivative 142. (scheme 1). Part. |