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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 748755Generated: October 31, 2026

Dimethylformamide → HCID 178527404, compound

https://huagongshe.com/reaction/748755

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriethylamine hydrochlorideHCID 11130—
ReactantSodium AzideHCID 33557—
Reactant2-(4-Chlorobenzenesulfonyl)acetonitrileHCID 735829—
SolventEthyl AcetateHCID 8857—
ProductHCID 178527404HCID 17852740475.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

To an N,N-dimethylformamide (100 ml) solution of 4-chlorophenylsulfonylacetonitrile (2.81 g, 13.0 mmol) and triethylamine hydrochloride (4.24 g, 65.2 mmol) was added sodium azide (10.8 g, 78.2 mmol) and the mixture was stirred at 80° C. for 16 hours. The reaction mixture was then cooled to room temperature. Ethyl acetate was added and the mixture was washed with a saturated aqueous solution of ammonium chloride. The organic layer was dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure. The resulting solid was washed with diethyl ether and then, collected by filtration, whereby the title compound (2.53 g, 9.78 mmol, 75%) was obtained as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07399775B2
Source datasetuspto-grants-2008_07
ORD IDord-00204baba7174ab18aa309f7883f8ab8
Source noteuspto-grants-2008_07