Reaction of o-aminobenzamides with dialkyl carbonates and ionic liquids: A novel one-pot, high-yield, microwave-assisted synthesis of 1-alkylquinazoline-2,4-diones

Abstract

A simple and efficient methodology for the synthesis of 1-alkyl-2,4-(1H,3H)-quinazolinediones from o-aminobenzamides has been developed. The novel one-pot cyclization-alkylation reactions are easier and faster than any other reported protocols and resulted in excellent yields (96-98%) and high purities, making this methodology suitable for library synthesis in drug discovery efforts. By applying microwave irradiation at 130 °C and in the presence of ionic liquids, dimethyl or diethyl carbonates simultaneously act as carbonylating and alkylating agents. © 2012, Sociedad Química de México.