A novel acylative degradation of uric acid. Carbon-13 nuclear magnetic resonance studies of uric acid and its degradation products

B Coxon, AJ Fatiadi, LT Sniegoski…

Index: Coxon,B. et al. Journal of Organic Chemistry, 1977 , vol. 42, p. 3132 - 3140

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Citation Number: 34

Abstract

Treatment of uric acid (1) with boiling isobutyric anhydride causes cleavage and rearrangement of the pyrimi-dine and imidazole rings to give a new heterocyclic derivative, 2- (l-methylethyl)-4-(1-hydroxy-2-methylpropylidene) aminoimidazole-5-carboxylic acid 5, l'- lactone (2). The structures of the lactone and related derivatives have been elucidated by infrared spectroscopy, IH and 13C NMR, and mass spectrometry. Experiments with uric ...