Department of Organic Chemistry, Faculty of Chemistry, National Autonomous University of Mexico, Mexico City (CDMX), Mexico.
Received on 19 December 2025; revised on 28 January 2026; accepted on 31 January 2026
The mechanism of the interaction of uric acid with bromine in acetic acid is provided.
Electron return from the lower lactim in the uracil ring permits reaction with a bromine molecule. Protonation of the carbonyl at C-6 and reaction with water gives rise to hydrolysis of the N-bromoimide. There are ring opening and formation of nitrene and carboxylic acid. A five-member ring is formed by intervention of the carbon-carbon double bond. The dipolar intermediate is neutralised by water. A symmetrical carboxy-hydroxy-acetilenediurea is formed. Acidolysis of a semi-hemiaminal produces ring opening and carbonyl formation in the other ring, at β-position to the acid, enhancing decarboxylation. This way allantoin has been formed.
Acetilenediurea; N-bromoimide; Decarboxylation; Lactim; Nitrene; Semi-hemiaminal; Uracil; Uric acid
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F. Sánchez-Viesca, Reina Gómez and Luz Clarita. Mechanism of the interaction of uric acid with bromine in acetic acid. Magna Scientia Advanced Research and Reviews, 2026, 16(1), 093-096. Article DOI: https://doi.org/10.30574/msarr.2026.16.1.0015