Sodium Hydroxide → 4-(Aminocarbonyl)-2-bromo-5-[(2-methylpropyl)amino]benzoic acid

Participants

Reaction Conditions

Reaction Steps

To a solution of ethyl 2-bromo-4-(aminocarbonyl)-5-[(2-methylpropyl)amino]benzoate (315 mg, 0.91 mmol) in methanol (20 mL) was added 1N aqueous sodium hydroxide (15 mL) and the mixture was stirred for 2 hr at 45° C. The mixture was then concentrated by rotary evaporation and diluted with water then adjusted to pH 2 by 1N aqueous hydrochloric acid addition and the mixture was allowed to stand for 1 hr at room temperature. The crystalline solid was collected by filtration and washed with water then dried to give 4-(aminocarbonyl)-2-bromo-5-[(2-methylpropyl)amino]benzoic acid (250 mg, 87.1%). MS (EI) for C12H15BrN2O3: 315.1 (MH+)

Provenance & Evidence