Central-Nervous-System Active Compounds .XVI. Some Chemistry of 6-Oxo Caprolactams Derived From an Enamine Ring-Expansion Synthesis

Abstract

Several 6-oxo caprolactam derivatives have been prepared by the ring- expansion of enaminopyrrolidones with dimethyl acetylenedicarboxylate . Other acetylenic systems did not react. The products exist in the enol form of the β- keto ester system are are very resistant towards hydrolysis. They react with hydrazine and phenylhydrazine to form pyrazolo [3,4-c] azepinones in low yield. Many of the caprolactams and their pyrazolo -fused derivatives show central nervous system activity of a depressant nature in mice.