SYNTHESIS OF SOME 2, 3-DIARYL-6-ISOXAZYL-QUINOLINE-4-CARBOXYLIC ACID DERIVETIVESAbstract
A series of some new substituted quinolines were synthesized by Doebner reaction, a three component coupling of various aromatic amines with two aldehydes and phenyl pyruvic acid, the intermediate 2, 3-diary-6-acetyl-quinoline-4-carboxylic acids were reacted with various aromatic aldehydes in the presence of basic medium using Claisen-Schmidt condensation in order to afford the corresponding chalcones. The substituted chalcones, on condensation with hydroxylamine hydrochloride in ethanol furnished isoxazoles derivatives. Another quinolines derivative were synthesized in this study by using an aryl amines with acetylacetone as Combes reaction, Knorr reaction between an aryl amines and ethylacetoacetate with heating above 100 ºC, and Conrad-Limpach quinoline synthesis a thermal condensation of an aryl amines with ethylacetoacetate. The reaction progress for all synthesized compounds was checked by thin layer chromatography (TLC) and melting point techniques, the structure of synthesized compounds were confirmed using IR, 1HNMR, 13CNMR, and GCMS. All the compounds have been screened for their antibacterial and antifungal activity.
Hiba H. Mahgoub , Amna Bentwahab E. M. Hussein and A. E. M. Saeed *
Department of Chemistry, College of Science, Sudan University of Science and Technology, Khartoum, Sudan
19 March, 2014
22 May, 2014
21 June, 2014
01 November, 2014