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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 352919Generated: October 30, 2026

Dimethylcarbamoyl Chloride → 1-[(6-Chloronaphthalen-2-yl)sulfonyl]-4-[4-(2-cyanopyridin-4-yl)benzoyl]piperazine

https://huagongshe.com/reaction/352919

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylcarbamoyl ChlorideHCID 6598—
ReactantSodium BicarbonateHCID 516892—
Reactant4-[4-(4-(6-Chloronaphthalene-2-sulfonyl)piperazine-1-carbonyl)phenyl]pyridine 1-oxideHCID 22628097—
SolventDichloromethaneHCID 6344—
Product1-[(6-Chloronaphthalen-2-yl)sulfonyl]-4-[4-(2-cyanopyridin-4-yl)benzoyl]piperazineHCID 22710085—

Reaction Steps

In dichloromethane (100 ml), 4-[4-[[4-[(6-chloronaphthalen-2-yl)sulfonyl]piperazin-1-yl]carbonyl]phenyl]pyridine N-oxide (1.67 g) was dissolved, followed by the addition of trimethylsilycynanide (0.42 ml) and dimethylcarbamoyl chloride (0.30 ml). The resulting mixture was stirred at room temperature for 24 hours. An aqueous solution of sodium bicarbonate and dichloromethane were added to the reaction mixture to separate the organic layer. The organic layer thus obtained was dried over anhydrous sodium sulfate. The residue obtained by distilling off the solvent under reduced pressure was purified by chromatography on a silica gel column (1% methanol—dichloromethane), whereby the title compound (1.44 g, 84%) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06747023B1
Source datasetuspto-grants-2004_06
ORD IDord-86631bdbb093414b900fc7773ed47957
Source noteuspto-grants-2004_06