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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2208754Generated: October 31, 2026

Ammonium Chloride → Methyl 3-amino-5-chloro-2-methylbenzoate

https://huagongshe.com/reaction/2208754

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantMethyl 5-chloro-2-methyl-3-nitrobenzoateHCID 53399191—
CatalystIronHCID 23925—
SolventEthanolHCID 702—
SolventWaterHCID 962—
ProductMethyl 3-amino-5-chloro-2-methylbenzoateHCID 6829545587.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

To stirred solution of methyl 5-chloro-2-methyl-3-nitrobenzoate (16 g, 69 mmol) in ethanol (160 mL), ammonium chloride (16 g, 53.4 mmol) dissolved in water (160 mL) and iron powder (31.2 g, 55.85 mmol) were added under stirring. The resulting reaction mixture was heated at 80° C. for 1 h. On completion, water was added to and the reaction mixture filtered through celite. The filtrate was extracted with ethyl acetate and the combined organic layers washed with water, dried and concentrated under reduced pressure giving desired compound (12.10 g, 86%) without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376422B2
Source datasetuspto-grants-2016_06
ORD IDord-65b556871f194e8599c1d8cf63375b10
Source noteuspto-grants-2016_06