SYNTHESIS, SPECTRAL STUDY, PROPERTIES AND ANTIMICROBIAL ACTIVITY OF (E)-1-(2,6-DIHYDROXYPHENYL)-3-(5-NITROFURAN-2-YL)PROP-2-EN-1-ONE

Abstract

The chalcone is an important group of natural product, as the starting materials in the synthesis of various heterocyclic compounds. (E)-1-(2,6-dihydroxyphenyl)-3-(5-nitrofuran-2-yl)prop-2-en-1-one chalcone was synthesized by Claisen-Schmidt condensation method from aromatic aldehyde and ketone.  Spectroscopic characterization using UV-visible, IR, ¹H NMR, Mass spectra, properties and chemical tests has been investigated for chalcone of 5-nitro-furfural. From the reaction mechanism it is observed that condensation of aldehyde group of chalcone of 5-nitro-furfural and ketone group of 2,6-dihydroxy acetophenone takes place in the presence of alkali catalyst. The IR bands for chalcone of 5-nitro-furfural appear at 1623 per cm which agrees with the general range of chalcones. The chalcone of 5-nitro-furfural has two matching UV bands at 231nm and other at 311nm which lies in the range of chalcone. In the mass spectrum of chalcone of 5-nitro-furfural, molecular ion peak is observed m/z and calculated m/z corresponding to [M⁺], [M⁺+1] and [M⁺+2] peaks are in good agreement with their structure. The chalcone of 5-nitro-furfural shows moderate to good Antibacterial and Antifungal activity.