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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1261004Generated: October 31, 2026

Water → 6-Chloro-2-fluoro-(propane-1-sulfonylamino)-benzoic acid benzyl ester

https://huagongshe.com/reaction/1261004

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPyridineHCID 1049—
Reactant1-Propanesulfonyl chlorideHCID 66279—
ReactantBenzyl 3-amino-6-chloro-2-fluorobenzoateHCID 58087305—
SolventDichloromethaneHCID 6344—
Product6-Chloro-2-fluoro-(propane-1-sulfonylamino)-benzoic acid benzyl esterHCID 58086796—

Reaction Steps

To 3-amino-6-chloro-2-fluoro-benzoic acid benzyl ester (48, 1.20 g, 4.3 mmol) in methylene chloride (28 mL) was added pyridine (0.52 mL, 6.4 mmol) and propane-1-sulfonyl chloride (0.685 g, 4.8 mmol). The reaction was stirred at room temperature overnight. The reaction was poured into water and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate, filtrated and concentrated. The desired compound was isolated with silica gel column chromatography to give a colorless oil (49, 960 mg, 58.0%). MS (ESI) [M−H+]−=384.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08470818B2
Source datasetuspto-grants-2013_06
ORD IDord-14c1a9bd861545d19ec5364c42d94551
Source noteuspto-grants-2013_06