SYNTHESIS OF 5-SUBSTITUTED 1-ANILINO-4-IMINOBARBITURIC ACIDS

Abstract

Substituted cyanoacetic esters have been reacted with 1-phenylsemicarbazide to give rise to 5-substituted-1-anilino-4-iminobarbituiric acids. The presence of an imino substituent in position 4 has been established by the hydrolysis of 5-benzyl-1-anilino-4-irninobarbituric acid into 5-benzyl-1-anilinobarbituric acid. The position of the anilino group has been ascertained by the transformation of 5-octyl-1-anilino-4-iminobarbituric acid into octylcyanoacetic phenylhydrazide, carbon dioxide, and ammonia.