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ChemicalBook CAS DataBase List Methyl 3-amino-5-bromo-2-hydroxybenzoate 95+%

Methyl 3-amino-5-bromo-2-hydroxybenzoate 95+% synthesis

5synthesis methods
-

Yield: 78%

Reaction Conditions:

with iron;ammonium chloride for 3 h;Reflux;

Steps:

2.4 Step 4: Preparation of methyl 5-bromo-2-hydroxy-3-aminobenzoate
After mixing methyl 5-bromo-2-hydroxy-3-nitrobenzoate (138.02 g, 0.5 mol) with methanol (1000 mL),One-time addition of activated iron powder (112g, 2mol),After heating to a slightly refluxed state, saturated ammonium chloride solution (80 g, 1.5 mol) was slowly added dropwise and refluxed for 3 hours.After the completion of the reaction by TLC, the system was cooled to room temperature, mixed with diatomaceous earth (200 g), and suction filtered to obtain a black filtrate. After the solids were thoroughly washed with hot methanol to the product, the black solids were discarded. All filtratesCombine, evaporate the solvent under reduced pressure and purify by flash chromatography on an 80-100 mesh silica gel column.The objective compound 5-bromo-2-hydroxy-3-aminobenzoic acid methyl ester 96.0 g was obtained in a yield of 78%.

References:

Sichuan University;Puluo Pharmaceutical Co., Ltd.;Yu Luoting;Wei Yuquan CN107573336, 2018, A Location in patent:Paragraph 0099; 0100; 0101; 0102