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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2208783Generated: November 2, 2026

Ethanol → Methyl 3-amino-2-bromobenzoate

https://huagongshe.com/reaction/2208783

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantAmmonium ChlorideHCID 25517—
Reactant2-Bromo-3-nitrobenzoateHCID 6946292—
CatalystIronHCID 23925—
SolventWaterHCID 962—
ProductMethyl 3-amino-2-bromobenzoateHCID 13574117—

Reaction Conditions

Temperature80 °C

Reaction Steps

To stirred solution of above crude 2-bromo-3-nitrobenzoate (4 g, 15.38 mmol) in ethanol (20 mL), ammonium chloride (4 g, 74.0 mmol) dissolved in water (20 mL) and iron powder (6.87 g, 123 mmol) were added under stirring. The resulting reaction mixture was heated at 80° C. for 7 h. On completion, the reaction mixture was filtered through celite, washing with water and ethyl acetate and the filtrate extracted with ethyl acetate. The combined organic layers were dried and concentrated under reduced pressure giving the desired crude product (3 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376422B2
Source datasetuspto-grants-2016_06
ORD IDord-b6491b6b80aa4f58a3fcb7aa17b2fe9c
Source noteuspto-grants-2016_06