Synthesis and investigation of some 1,4-disubstituted 2-pyrrolidinones

A series of condensation products of 1-aryl-4-hydrazinecarbonyl-2-pyrrolidinones with acetone, 2,4-pentanedione, and aromatic aldehydes was obtained and identified by the combination of IR, mass and ¹H, ¹³C NMR spectroscopy. The results of their structural studies by NMR spectroscopy are provided. It was ascertained that the presence of the NH group determines the existence of the mixtures of the Z/E-isomers of compounds under study. The availability of Z-isomer as a sterically favorable one was also verified by computer molecular modeling. Published in Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1336–1345, September, 2006.