Abstract 3-Acetamidotropolone (1a) reacted with bromine and fuming nitric acid to afford respectively 3-acetamido-7-bromo-(1b) and-5, 7-dibromotropolone (1c) and 3-acetamido-5- nitrotropolone (1d). Azo-coupling reaction of 1a gave 3-acetamido-5-(4-methylphenylazo) tropolone (1f). Bromination of 1d and 1f gave 7-bromo-substituted compounds 1e and 1g, respectively. The compounds 1b-g were hydrolyzed to afford 3-aminotropolones 4b-g, ...