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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 432961Generated: October 26, 2026

Acetic Anhydride → N-(2-chloro-4-fluorophenyl)-N-[(chloromethyl)sulfonyl]acetamide

https://huagongshe.com/reaction/432961

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
Reactant1-chloro-N-(2-chloro-4-fluorophenyl)methanesulfonamideHCID 18760847—
ProductN-(2-chloro-4-fluorophenyl)-N-[(chloromethyl)sulfonyl]acetamideHCID 1876083780%

Reaction Steps

77.5 g (0.3 mol) of 1-chloro-N-(2-chloro-4-fluorophenyl)methanesulfonamide were dissolved in 204.2 g (2 mol) of acetic anhydride and refluxed for 4 hours. The excess acetic anhydride was distilled off under reduced pressure at 100° C. To the still hot residue was added ethanol with stirring and the product precipitated (seeding may aid in crystallization). The crude product was filtered off and washed with cold ethanol and dried to yield 72 g (80%) of the title compound as a solid melting at 89-92° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06664400B2
Source datasetuspto-grants-2003_12
ORD IDord-736b0b335daa45758f4be717cbaf4c5c
Source noteuspto-grants-2003_12