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Journal of the Mexican Chemical Society
Print version ISSN 1870-249X
Abstract
GUERRERO R., Leticia and RIVERO, Ignacio A.. 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. J. Mex. Chem. Soc [online]. 2012, vol.56, n.2, pp.201-206. ISSN 1870-249X.
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.
Keywords : Quinazolinedione; alkylation; carbonate; ionic liquid; microwave.