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

Document Type : Reasearch Paper

Authors

• M. Dadgar
• N. Milani Kalkhorani

Department of Applied Chemistry, Faculty of Science, Islamic Azad University, South Tehran Branch, Tehran, Iran.

10.7508/ijnd.2015.05.004

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 [γ-Fe2O3-HAp-(CH2)3-NHSO3H], as a highly efficient and magnetically separable Brønsted acid catalyst, was performed. The organic layer was dried over anhydrous Na2SO4 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 [γ-Fe2O3-HAp-(CH2)3-NHSO3H], reaction time and required temperature was optimized.

Keywords

• 4(3H)-Quinazolinones
• Amines
• Hydroxyapatite nanoparticle
• Isatoic anhydride
• multicomponent reactions
• Propylsulfamic acid

20.1001.1.20088868.2015.6.5.4.5

Main Subjects

• Green Nanotechnology
• Nanochemistry
• Nanotechnology

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