Synthesis of certain 3,5-disubstituted lutidine derivatives of pharmaceutical interest

ABSTRACT

Condensation of 3,5-dicarbethoxy lutidine [I] with a variety of aromatic aldehydes afforded the corresponding steryls [II]. Reacting 3,5-dicarboxhydrazide lutidine [Ia] with carbon disulfide in ethanolic potassium hydroxide gave the respective oxadiazole [III] which yielded the Mannich bases [IV] on being reacted with formalin and certain secondary amines. Treatment of the lutidine hydrazide [Ia] with nitrous acid afforded the corresponding azide [Ib] which on reacting with different amines and a number of alcohols gave the corresponding ureas and urethanes, respectively