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

Authors

  • Leticia Guerrero R. Instituto Tecnológico de Tijuana
  • Ignacio A. Rivero 1. Instituto Tecnológico de Tijuana 2. Instituto Nacional de Investigaciones Nucleares

DOI:

https://doi.org/10.29356/jmcs.v56i2.322

Keywords:

Quinazolinedione, alkylation, carbonate, ionic liquid, microwave

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.

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Author Biographies

Leticia Guerrero R., Instituto Tecnológico de Tijuana

Centro de Graduados e Investigación

Ignacio A. Rivero, 1. Instituto Tecnológico de Tijuana 2. Instituto Nacional de Investigaciones Nucleares

  1. Centro de Graduados e Investigación
  2. Departamento de Química

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Published

2017-10-12

Issue

Section

Regular Articles