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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 656265Generated: October 28, 2026

Dimethylformamide → p-Cyanobenzenesulphonamide

https://huagongshe.com/reaction/656265

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant4-IodobenzenesulfonamideHCID 13218—
ReactantSodium BicarbonateHCID 516892—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
SolventEthyl AcetateHCID 8857—
Productp-CyanobenzenesulphonamideHCID 7656680%

Reaction Conditions

Temperature80 °C

Reaction Steps

The compound 2-2 (58 mg) prepared in Step 1 was dissolved in dimethylformamide (2 ml) and to the solution were added zinc cyanide [Zn(CN)2] (58 mg) and tetrakistriphenylphosphine palladium (10 mg), followed by stirring at 80° C. for 12 hours. The resulting mixture was basified with aqueous sodium bicarbonate solution, diluted with ethyl acetate (30 ml), washed with water and saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The obtained residue was chromatographed on silica gel column eluting with ethyl acetate/hexane (1/2) to yield the compound 2-3 (30 mg, 80%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071650B2
Source datasetuspto-grants-2011_12
ORD IDord-c82a4e10cc164f899e84f51765052f35
Source noteuspto-grants-2011_12