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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 523638Generated: October 30, 2026

Methanol → 168969-13-9

https://huagongshe.com/reaction/523638

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
Reactant4-Bromo-3-(chlorosulfonyl)benzoic acidHCID 3737373—
Product168969-13-9HCID 19429197100%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 4-bromo-3-chlorosulfonyl-benzoic acid (6.90 g, 23.04 mmol, 1.00 Eq) in SOCl2 (27.41 g, 230.40 mmol, 10.00 Eq) was stirred at 80° C. for 3 hr. Then the solvent was evaporated. The residue was diluted in TOLUENE (50 mL), and MeOH (959.66 mg, 29.95 mmol, 1.30 Eq) was added, the formed mixture was stirred at 110° C. for 2 hr. Solid was formed, and the solvent was evaporated, the solid was washed with PE, and filtered to afford product methyl 4-bromo-3-chlorosulfonyl-benzoate (7.22 g, 23.03 mmol, 99.94% yield) as white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09339510B2
Source datasetuspto-grants-2016_05
ORD IDord-11a3d0d46596447398dca54f9bc53acb
Source noteuspto-grants-2016_05