SYNTHESIS AND REACTIONS OF SOME HYDRAZINO QUINAZOLINE DERIVATIVES

Abstract

The present work is one of the conducted researches that concerns the synthesis of some nitrogen and/or sulphttr containing heterocyclic having the quinazoline ring system, that might have possible biological and industerial applications. In this study, Chapter 1 reviews the recent methods for the

preparation of 4(3H)-quinazolinone derivatives and outlines their important reactions. The most recent synthesis of N-and S-glycosides, hydrazones and osazones having quinazoline nucleus are also reviewed. The most famous phannacological and industerial applications of such compounds are also considered. Chapter 2 deals with the production of some 3-substituted-2-thioxo-

4(3H)-quinazolinones through "one pot" procedure. Reaction of anthranilic acids with primary amines and carbon disulphide in the presence of potassium hydroxide in methanol under reflux conditions afforded various 3-substituted -2-thioxo-4(311)-quinazolinones (1) in good yields (Scheme I )

XnCOOH VNH2 y

X, Y = H, Br

+ Ar-NH + CS KOH >- 2 2 MeOH

Scheme 1

The structure of the obtained compounds was confinned by various spectroscopic teclmiques (IR, 1H-NMR, 13C-NMR, mass spectroscopy). Chapter 3 concerns with the utility ofboth 3-(4-aminophenyl)-2- thioxo-4(3H)-quinazolinone (1a) and 6,8-dibromo-3-(4-aminophenyl)-2-