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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732510Generated: October 25, 2026

Chloroacetic Acid → 3-Bromo-4-fluoro-5-methanesulfonylbenzoic acid

https://huagongshe.com/reaction/732510

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetic AcidHCID 300—
ReactantSodium HydroxideHCID 14798—
ReactantSodium BicarbonateHCID 516892—
Reactantsodium thiosulfite anhydrousHCID 15847209—
Reactant3-Bromo-4-fluoro-5-(chlorosulfonyl)benzoic acidHCID 50998480—
SolventWaterHCID 962—
Product3-Bromo-4-fluoro-5-methanesulfonylbenzoic acidHCID 68814711—

Reaction Steps

To sodium thiosulfite (2.6 g, 20.7 mmol) and sodium bicarbonate (1.74 g, 20.7 mmol) in water (20 mL) at 75° C. add 3-bromo-5-chlorosulfonyl-4-fluorobenzoic acid (6.25 g, 19.7 mmol) in portions over 5 min. After 1 h, cool to room temperature and add chloroacetic acid (5.29 g, 56 mmol) and NaOH (1.18 g, 29.5 mmol) and reflux 16 h. Cool to room temperature and collect the title compound as a solid

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585885B2
Source datasetuspto-grants-2009_09
ORD IDord-47919f6767db4f28a9986e82414d5468
Source noteuspto-grants-2009_09