Ring transformation of pyrimidines to pyridines. Synthesis of 4??alkylaminopyridin??2??ones by alkaline hydrolysis of 6??(2??dimethylaminovinyl) uracils
Abstract Alkaline hydrolysis of 1, 3-disubstituted 6-(2-dimethylaminovinyl) uracils 2 induced a novel ring transformation giving 4-alkylaminopyridin-2-ones 3 via ring-opening and ring- closure processes. The 4-methylamino-3-nitropyridin-2-one (3a) thus obtained was employed for the synthesis of 3-deazahypoxanthine derivative 8. 4-Alkylamino-3- cyanopyridin-2-ones 11, ricinine analogs, were also prepared by the reaction of 4-chloro- ...