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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1438392Generated: November 2, 2026

Pyridine → N-(5-fluoro-2-methylphenyl)methanesulfonamide

https://huagongshe.com/reaction/1438392

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant2-Fluoro-5-methylanilineHCID 262970—
SolventDichloromethaneHCID 6344—
ProductN-(5-fluoro-2-methylphenyl)methanesulfonamideHCID 646694590%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a pyridine (20 ml) and DCM (40 ml) solution of 2-fluoro-5-methylaniline (purchased from ACROS, 3.5 g, 28 mmol), methanesulfonyl chloride (purchased from WAKO, 4.3 ml, 56 mmol) was added at room temperature and the mixture was stirred for 20 hours. The reaction was quenched with 2M sodium hydroxide aqueous solution and the aqueous layer was separated and washed with DCM. The layer was cooled to 0° C. and acidified to pH 2.0 using 2M HCl aqueous solution. The precipitates were collected, and the solvent evaporated in vacuo, to give the title compound (5.1 g, 90%). MS (ESI) m/z 202 (M−H)−

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07622589B2
Source datasetuspto-grants-2009_11
ORD IDord-ce66f38c26b3444e811a400735804af0
Source noteuspto-grants-2009_11