Resumo

LEON, Caritza; FERRER, Ana  e  DOMINGUEZ, José. A convenient and practical method to prepare 3-methyl-2- oxo-1,4-benzoxazine for students of Organic Chemistry. Revista de Investigación [online]. 2011, vol.35, n.73, pp.47-60. ISSN 1010-2914.

We described the synthesis of 3-methyl-2-oxo-1,4-benzoxazine (5), key product to obtain biological compounds, structural and electronically related to the quinoxalines (1), they have shown interesting and diverse activities like antibacterial, anticancerigenal, antidepressant, anti-inflammatory and antimalarial. The used design was based on a linear synthesis that involved the reaction of the o-aminophenol with sodium pyruvate in glacial acetic acid, followed by cyclization with diciclohexylcarbodiimide in N,N’ dimethylformamide under basic conditions. The overall yield was 80-90%, which represents a highly efficient method to other synthetic methods traditionally used. The compounds were characterized through the spectroscopy technique 1H NMR.

Palavras-chave : 1,4-Benzoxazine; antimalarials; quinolaxines; lineal synthesis.

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