Ammonium Chloride–Catalyzed One-Pot Synthesis of 4(3H)-Quinazolinones Under Solvent-Free Conditions

Abstract

Ammonium chloride, which is a very inexpensive and readily available reagent, can efficiently catalyze three-component, one-pot condensation reactions of 2-amino-benzoic acid esters, ortho esters, and aromatic amines to afford the corresponding 4(3H)-quinazolinones in good to excellent yields under solvent-free conditions.

GRAPHICAL ABSTRACT

Keywords:

• Ammonium chloride
• one-pot condensation
• 4(3H)-quinazolinones
• solvent-free

Notes

^a Reaction conditions: 2-amino-benzoic acid ester (1.0 mmol), aniline (1.2 mmol), trimethyl orthofomate (1.5 mmol).

^b Determination from ¹H NMR.

^c The molar ratio of 2-amino-benzoic acid esters, aniline, and trimethyl orthofomate is 1.0:1.2:1.2.

^a Reaction conditions: 2-amino-benzoic acid esters (1.0 mmol), aromatic amines (1.2 mmol), ortho esters (1.5 mmol).

^b Isolated yields.

^c Determination from ¹H NMR.