Novel Annulation of Cyanuric Chloride with 2-Aminobenzamides: A New Approach to 2-Amino-3-substituted Quinazolin-4(3H)-ones

摘要

A simple and efficient method for preparation of 2-amino- 3-substituted quinazolin-4(3H)-ones by reaction of cyanuric chloride with 2-amino N-substituted benzamides in acetonitrile-water (2 : 1) using sodium bicarbonate as a mild base is described. Using this metal-free method, a variety of 2-amino-3-substituted quinazolin-4(3H)-ones were obtained in good to excellent yields. Here, both organic and inorganic bases were found to promote this reaction and the best results were observed with sodium bicarbonate. This study is the first observation of cyanuric chloride to act as a source for creation of amine functionality in 2-amino-3-substituted quinazolin-4(3H)-ones.