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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2246236Generated: November 2, 2026

Dimethylformamide → 2-Fluoro-4-(methylsulfonyl)benzonitrile

https://huagongshe.com/reaction/2246236

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantHCID 86006151HCID 86006151—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
SolventEthyl AcetateHCID 8857—
SolventSodium chloride; waterHCID 57417360—
Product2-Fluoro-4-(methylsulfonyl)benzonitrileHCID 22346425—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a stirred solution of the product from Step D (662 mg, 2.06 mmol) in DMF (8 mL) was added zinc cyanide (951 mg, 8.1 mmol), and the reaction was then heated at 80° C. for 12 h. The reaction mixture was diluted with ethyl acetate and poured into brine. The organic phase was separated, and the aqueous phase was extracted with two portions of ethyl acetate. The combined organic layers were washed with brine and concentrated in vacuo. Purification by flash chromatography (50:50 hexanes/ethyl acetate) afforded the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07687492B2
Source datasetuspto-grants-2010_03
ORD IDord-49e8a3743ee341ad87cf1910c6d02962
Source noteuspto-grants-2010_03