Five-Membered Heterocyclic Ring Via Dichalcones

In this study some of dichalcone compounds (4-12) were prepared by the reaction of benzalacetone and its derivatives with a number of different ketones (acetophenone, acetanilide, 2butanone). Also a number of heterocyclic compounds were prepared as a derivatives of that dichalcones, these derivatives were prepared by the reaction of dichalcone with hydrogen peroxide, hydrazine hydrate and urea to produce oxirane compounds (13-21), pyrazolines (22-30) and pyrimidinones (31-40) respectively. All the synthesised compounds were characterized by the available physical and spectral methods (melting point , I.R. and U.V. spectrum as well as laboratory tests). Finally the expected biological effects of some compounds were investigated. Introduction: The members of chalcone and flavonid family have attracted a great deal of interest due to their applications as antibacterial ,anti-inflammatory and anticancer pharmacological agentsr. Five-Membered Heterocyclic Ring Via Dichalcones 146 Dibenzal acetone chalcone and some of its derivatives are important intermediates in the synthesis of many pharmaceuticals. They are commonly synthesized via the Claisen-Schmidt condensation between acetophenone and benzaldehyde. This reaction is catalyzed by acids and bases under homogeneous conditions. There is another type of chalcones called dichalcone compounds [4], as dibenzal acetone [1,5Dipheny1-1,4-pentadiene-3 -one] [1,5-Dipheny1-1,4-pentadiene-3-one] which was prepared from the reaction of two molecules of benzaldehyde and one molecule of ketone (like acetone) through double condensation reaction. In this work one mole of substituted benzaldehyde were condensed with one mole of acetone in basic condition and the resulted chalcone were condensed with one mole of another ketone (acetophenone, acetanalyde, and 2-butanone),so the solid colored products are dichalcones and their substituents are collected and directed to produce many derivatives which have an important applications in pharmacy and industries. Oxiranes compounds were obtained when these chalcones react with peroxides in basic media These compounds have many biological and industrial importance. pyrazolens are very important heterocyclic compounds , produced from the reaction of chalcones with hydrazine, phenyl hydrazine and substituted hydrazines. Pyrimidinones are obtained from the reaction of chalcones with urea and substituted urea in the presence of sodium ethoxide . N.G.Ahmad and O.Th.Ali