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ChemicalBook CAS DataBase List 2-Amino-5-bromo-3-chloro-benzoic acid methyl ester

2-Amino-5-bromo-3-chloro-benzoic acid methyl ester synthesis

4synthesis methods
-

Yield:101080-26-6 66 %

Reaction Conditions:

with sulfuric acid at 100;

Steps:

39.2 Step 2. Methyl 2-amino-5-bromo-3-chlorobenzoate (75c)

To a solution of 75b (14 g, 56 mmol) in methanol (100 mL) was added H 2SO 4 (10 mL). The resulting solution was heated to 100°C and stirred for 48 hours. After cooling to room temperature, the mixture was concentrated under reduced pressure. The residue was diluted with water (200 mL) and adjusted to pH = 10 with saturated sodium bicarbonate aqueous solution. The resulting solution was extracted with ethyl acetate (200 mL). The combined organic phase was washed with saturated brine (100 mL), dried over aqueous sodium sulfate and filtered. The filtrate was concentrated to dryness under reduced pressure to give the title compound 75c (10 g, 66%). MS m/z (ESI) : 264, 266, 268 [M+1]

References:

WO2022/262691,2022,A1 Location in patent:Page/Page column 115-116