Substituted 3-and 5-formylpyridin-2-ones in the synthesis of 1-aryl-1,6-naphthyridinone derivativesстатья
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Дата последнего поиска статьи во внешних источниках: 29 мая 2015 г.
Аннотация:New 1-aryl-6-[2-(dimethylamino)vinyl]-4-oxo-1,4-dihydropyrimidine-5-carbonitriles and 4-arylamino-2-oxo-1,2-dihydropyridine-3-carbonitriles containing electron-withdrawing substituents in the benzene ring were synthesized from enamino amides and dimethylformamide dialkylacetals. The influence of various dimethylformamide acetals on the yield of 3-(4-chloroanilino)-2-cyano-5-(dimethylamino)penta-2,4-dienoic acid N-(dimethylamino)methylideneamide was investigated in the reaction of these acetals with 3-(4-chloroanilino)-2-cyanocrotonamide. New 4-arylamino-5-formyl-2-oxo-1,2-dihydropyridine-3-carbonitriles and 4-arylamino-2-oxo-1,2-dihydropyridine-3-carbaldehydes containing electron-withdrawing substituents in the benzene ring were synthesized. The latter compounds were converted into new substituted 1,6-naphthyridinones by the action of various CH acids. A new approach to the synthesis of 4-(4-fluoroanilino)-5-formyl-2-oxo-1,2-dihydropyridine-3-carbonitrile using dimethylformamide diisopropylacetal under mild conditions was developed. The comparative reactivity of the formyl group in the reactions of 4- arylamino-5-formyl-2-oxo-1,2- dihydropyridine-3-carbonitriles and in 4-arylamino-2-oxo-1,2- dihydropyridine-3-carbaldehydes with malononitrile was determined using HPLC.