A one-pot synthesis of 2,3-disubstituted-4(3H)-quinazolinone from o-aminobenzoic acid and DMF derivatives using imidazole hydrochloride as a promoter

Yin Wang; Xiuyu Zhang; Suzhen Li; Mengyi Guo; Wanqian Ma; Jianyong Yuan

doi:10.2174/1570179421666230815151540

A one-pot synthesis of 2,3-disubstituted-4(3H)-quinazolinone from o-aminobenzoic acid and DMF derivatives using imidazole hydrochloride as a promoter

Curr Org Synth. 2023 Aug 15. doi: 10.2174/1570179421666230815151540. Online ahead of print.

Authors

Yin Wang¹, Xiuyu Zhang², Suzhen Li¹, Mengyi Guo¹, Wanqian Ma¹, Jianyong Yuan¹

Affiliations

¹ Department of Medicinal Chemistry, College of Pharmacy, Chongqing Medical University, Chongqing 400016, PR China.
² Department of Pharmacy, The People's Hospital of Kaizhou District, Chongqing.

PMID: 37581515
DOI: 10.2174/1570179421666230815151540

Abstract

As a novel and environmentally friendly Brönsted acid, imidazole hydrochloride was used to promote the synthesis of 2,3-disubstituted-4(3H)-quinazolinone from o-aminobenzoic acid and DMF derivatives. The essence of this reaction is a multicomponent reaction, which constructs multiple chemical bonds between different components through the transamidation of imidazole hydrochloride. This protocol showed a wide range of functional group tolerance, and a series of quinazolinones were synthesized in low to moderate yields without metal catalysts, oxidants or other additives.

Keywords: 2; 3-disubstituted-4(3H)-quinazolinone; BrÖ ouml;nsted acid; DMF derivatives; Imidazole hydrochloride; imidazole hydrochloride; multicomponent reaction.