Paper
Pharmacologically active 4-oxo-4H-chromen-2-carboxylic acids. Part III. Mechanistic aspects of the decomposition of ethyl 6-azido-4-oxo-4H-chromen-2-carboxylate
Published 1971 · M. I. Chohan, A. O. Fitton, B. Hatton
Journal of The Chemical Society C: Organic
4
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Abstract
The mechanism of the decomposition of ethyl 6-azido-4-oxo-4H-chromen-2-carboxylate in the presence of polyphosphoric and acetic acids has been studied. The probable participation of ethyl 6-(N-acetoxyacetamido)-4-oxo-4H-chromen-2-carboxylate is discussed, and evidence is presented which indicates that this compound rearranges intermolecularly prior to oxazolochromone formation.
The decomposition of ethyl 6-azido-4-oxo-4H-chromen-2-carboxylate in the presence of polyphosphoric and acetic acids leads to the formation of oxazolochromone, a potent and selective pharmacological agent.
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