New reactions of benzocaine

Abstract

Reaction of benzocaine with indane-1,3-dione-2-carbaldehyde afforded the corresponding azomethine. Ethoxymethylenemalonate reacted with benzocaine to form ethyl 4-{[2-(ethoxycarbonyl)-4-methoxy-3-oxobuten-1-yl]amino}benzoate, which was converted to the corresponding quinolone when heated to 185–190°C. Reactions of benzocaine with aliphatic aldehydes furnished 2,3-alkyl-substituted quinolines.