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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1959164Generated: November 3, 2026

Ammonium Chloride → Methyl 3-Amino-5-bromo-2-methylbenzoate

https://huagongshe.com/reaction/1959164

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantMethyl 5-bromo-2-methyl-3-nitrobenzoateHCID 24727998—
CatalystIronHCID 23925—
SolventEthanolHCID 702—
SolventWaterHCID 962—
ProductMethyl 3-Amino-5-bromo-2-methylbenzoateHCID 24729181—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a stirred solution of methyl 5-bromo-2-methyl-3-nitrobenzoate (150 g, 544 mmol) in ethanol (750 mL), ammonium chloride (150 g, 2777 mmol) dissolved in water (750 mL) and iron powder (93.3 g, 1636 mmol) were added under stirring. Resulting reaction mass was heated at 80° C. for 7 h. On completion, reaction mass was filtered through celite giving washing of water and ethyl acetate, filtrate was extracted with ethyl acetate. Combined organic layers were dried, concentrated under reduced pressure giving the desired compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410088B2
Source datasetuspto-grants-2013_04
ORD IDord-e487816237a8438aaed1bcd4441e9416
Source noteuspto-grants-2013_04