[γ-Fe۲O۳-HAp-(CH۲)۳-NHSO۳H] nanoparticles as a highly efficient and magnetically separable catalyst for green one-pot synthesis of ۴(۳H)-Quinazolinones

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 ۴(۳H)-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 [γ-Fe۲O۳-HAp-(CH۲)۳-NHSO۳H], as a highly efficient and magnetically separable Brønsted acid catalyst, was performed. The organic layer was dried over anhydrous Na۲SO۴ and filtered. The filtrate was concentrated under vacuum and the residue was recrystallized from ۹۶% EtOH to give ۲,۳-disubstituted ۴-(۳H)-quinazolinone derivatives in high yield. The reaction condition including the solvents, the amount of [γ-Fe۲O۳-HAp-(CH۲)۳-NHSO۳H], reaction time and required temperature was optimized.

Keywords:

۴(۳H)-Quinazolinones , Amines , Hydroxyapatite nanoparticle , Isatoic anhydride , multicomponent reactions , Propylsulfamic acid