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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1500937Generated: November 2, 2026

Dimethylformamide → 4-chloro-2-fluoro-6-iodo-N-(2-(methylsulfonyl)ethyl)aniline

https://huagongshe.com/reaction/1500937

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantCesium carbonateHCID 10796—
ReactantMethyl vinyl sulfoneHCID 19354—
Reactant4-Chloro-2-fluoro-6-iodoanilineHCID 2773650—
SolventWaterHCID 962—
Product4-chloro-2-fluoro-6-iodo-N-(2-(methylsulfonyl)ethyl)anilineHCID 8992400861.8%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 4-chloro-2-fluoro-6-iodoaniline (0.5 g, 1.8 mmol), vinylmethylsulfone (0.2 g, 1.8 mmol), Cs2CO3 (1.17 g, 3.6 mmol) and DMF (15 mL) was heated with stirring at 50° C. overnight. The resulting mixture was poured into water and then extracted with EA (50 mL×3). The combined organic phases were dried over Na2SO4 and then concentrated. The residue was purified by column chromatography (EtOAc:PE=1:40) to give 4-chloro-2-fluoro-6-iodo-N-[2-(methylsulfonyl)ethyl]aniline (0.42 g, yield: 61%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206191B2
Source datasetuspto-grants-2015_12
ORD IDord-8294b705f80f482e83ed0ecf9fe2cb13
Source noteuspto-grants-2015_12