Novel Schiff bases derived from 5-aminobarbituric acid: Synthesis and solid state structure

Abstract

Synthesis and characterization of novel Schiff bases with multiple binding sites for supramolecular assemblies are presented. For this purpose 1,3-dimethyl- and 1-butyl-5-aminobarbituric acid (1a, 1b) are condensed with para-nitro- and para-N,N-dimethylamino-cinnamaldehyde, respectively. Solid state structures of 5-[(1E,2E)-3-(4-nitrophenyl)- and 5-[(1E,2E)-3-{4-(dimethylamino) phenyl}prop-2-enyliden]-prop-2-enyliden] aminobarbituric acid derivatives (2a, 2b, 3a, 3b) have been investigated by means of solid state 13C{ 1H} NMR- and FTIR-spectroscopy. Analyses of the spectra information suggest that in the solid state the Schiff bases exist only in the enol form. ©ARKAT-USA, Inc.