[γ-Fe2O3-HAp-(CH2)3-NHSO3H] nanoparticles as a highly efficient and magnetically separable catalyst for green one-pot synthesis of 4(3H)-Quinazolinones

Abstract

Quinazolinone derivatives are essential units in a wide range of relevant pharmacophores with a broad spectrum of abilities. Due to their wide range of pharmacological and therapeutic activities including anticonvulsant, anti-inflammatory, hypolipidemic, anticancer, and anti-ulcer, the synthesis of quinazolinone moieties as a privileged class of fused heterocyclic compounds, have received much attention. An efficient and one-pot three components route was developed for the synthesis of 4(3H)-quinazolinones using commercially available starting materials. In order to synthesis of target compounds in good to excellent yields, a reaction between isatoic anhydride, acylchlorides, and amines in the presence of propylsulfamic acid functionalized magnetic hydroxyapatite nanoparticle (a-Fe 2 O 3 -HAp- (CH 2 ) 3 -NHSO 3 H), as a highly efficient and magnetically separable Bronsted acid catalyst, was performed. The organic layer was dried over anhydrous Na 2 SO 4 and filtered. The filtrate was concentrated under vacuum and the residue was recrystallized from 96% EtOH to give 2, 3-disubstituted 4-(3H)-quinazolinone derivatives in high yield. The reaction condition including the solvents, the amount of (a-Fe 2 O 3 -HAp-(CH 2 ) 3 -NHSO 3 H), reaction time and required temperature was optimized.