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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1878364Generated: November 3, 2026

Hydrochloric Acid → 4-Amino-2-chloro-3-fluorobenzoic acid

https://huagongshe.com/reaction/1878364

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthanolHCID 702—
ReactantSodium HydroxideHCID 14798—
Reactant4-Amino-2-chloro-3-fluorobenzonitrileHCID 53416208—
SolventEthyl AcetateHCID 8857—
Product4-Amino-2-chloro-3-fluorobenzoic acidHCID 66878814—

Reaction Steps

4-Amino-2-chloro-3-fluorobenzonitrile (500 mg, 2.93 mmol) and sodium hydroxide (4M, 18 mL) were mixed with ethanol (8 mL) and heated to reflux for 18 hours. After this time the mixture was allowed to cool to room temperature and 1M hydrochloric acid was added until pH 1 was achieved. Ethyl acetate was added and the organic layer was separated and washed with water and brine. The organic phase was dried with sodium sulfate, filtered and concentrated under vacuum to give the title compound (500 mg),

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08314091B2
Source datasetuspto-grants-2012_11
ORD IDord-95ab18b4d2cf426ba9dac926435ff772
Source noteuspto-grants-2012_11