Methyl 3-AMino-5-broMo-2-Methylbenzoate

220514-28-3

1000342-11-9

General procedure for the synthesis of methyl 2-methyl-3-amino-5-bromobenzoate from methyl 5-bromo-2-methyl-3-nitrobenzoate: methyl 5-bromo-2-methyl-3-nitrobenzoate (17 g, 62 mmol) was dissolved in a mixed solvent of ethanol (150 ml) and water (75 ml), followed by addition of ammonium chloride (17 g, 318 mmol) and iron powder ( 27.8 g, 498 mmol). The reaction mixture was stirred at 90°C for 1 hour. After completion of the reaction, the reaction mixture was filtered while hot and the filtrate was concentrated under vacuum, saturated aqueous sodium bicarbonate solution was added and extracted with ethyl acetate. The organic phases were combined, dried with anhydrous sodium sulfate and subsequently concentrated in vacuum to give 15 g of methyl 2-methyl-3-amino-5-bromobenzoate in 99% yield.