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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1268134Generated: October 27, 2026

Decanoyl chloride → N-[2-(4-Phenylethynylbenzamido)benzenesulfonyl]decanamide

https://huagongshe.com/reaction/1268134

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDecanoyl chlorideHCID 66982—
Reactant4-Phenylethynyl-N-(2-sulfamoylphenyl)benzamideHCID 12043043—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventTetrahydrofuranHCID 8028—
ProductN-[2-(4-Phenylethynylbenzamido)benzenesulfonyl]decanamideHCID 1204304578.3%

Reaction Steps

In a stream of nitrogen, 0.30 ml (1.46 mmol) of decanoyl chloride was added to an anhydrous tetrahydrofuran (10 ml) solution containing 500 mg (1.30 mmol) of 4-phenylethynyl-N-(2-sulfamoylphenyl)benzamide produced in Reference Example 10 and 320 mg (2.60 mmol) of 4-dimethylaminopyridine, the mixture was stirred at room temperature for 1 hour and then the solvent was evaporated under a reduced pressure. The resulting residue was dissolved in ethyl acetate, washed with water, a potassium hydrgensulfate aqueous solution and saturated brine in that order and dried over anhydrous sodium sulfate, and then the solvent was evaporated under a reduced pressure. The resulting residue was purified by a silica gel column chromatography to obtain 540 mg (yield: 76.4%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06555584B1
Source datasetuspto-grants-2003_04
ORD IDord-ca5cf7e0e93542079f35009c04b542a7
Source noteuspto-grants-2003_04