Bir Etkili Tek Ortamda Üç Bileşenli Yeni Kinazolin-4-Karboksilik Asit ve Onun Ester ve Amit Türevlerinin Sentezi

Abstract

A series of novel quinazoline derivatives, which may be drug candidates, were synthesized, and their structures were characterized by IR, 1H NMR, 13C NMR and Q-TOF LC/MS spectrometry. First, 2-(4-chloro-phenyl)-quinazoline-4-carboxylic acid (2) was synthesized from a one-pot three-component condensation reaction of (2-amino-phenyl)-oxo-acetic acid sodium salt obtained from alkaline hydrolysis of isatin (indole-2,3-dione) with 4-chlorobenzaldehyde and ammonium acetate. The carboxylic acid compound 2 allowed the synthesis of the ester, acid chloride and amide derivatives. New quinazoline ester derivatives (3-6, 8) were synthesized by the reactions of compound 2 and various alcohols. Quinazoline amide derivatives (9-13) were then obtained from the reaction of different aliphatic and aromatic amines and 2-(4-chloro-phenyl)-quinazoline-4-carbonyl chloride (7) formed from the reaction of SOCl2 and compound 2.