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A Simple One-Pot Synthesis of 2-Substituted Quinazolin-4(3H)-ones from 2-Nitrobenzamides by Using Sodium Dithionite

Angel H. Romero, José Salazar, Simón E. López*

*Departamento de Química, Edificio de Química y Procesos, Universidad Simón Bolívar, Valle de Sartenejas, Apartado 89000, Baruta, Caracas 1080-A, Venezuela, Email: slopezusb.ve

A. H. Romero, J. Salazar, S. E. López, Synthesis, 2013, 45, 2043-2050.

DOI: 10.1055/s-0033-1338854 (free Supporting Information)


Abstract

In a simple one-pot procedure for the preparation of 2-(het)arylquinazolin-4(3H)-ones from readily available 2-nitrobenzamides and aryl aldehydes, sodium dithionite is used as the reducing agent for the nitro group. Sodium dithionite also decomposes in aqueous N,N-dimethylformamide under air to form sulfur dioxide, which is the oxidant in the final oxidation step that leads to the desired heterocyclic compounds.

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Key Words

quinazolinones, sodium hydrosulfite, oxidations, dehydrogenations, reductions, amides, aldehydes


ID: J66-Y2013