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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1268121Generated: November 1, 2026

Hexanoyl chloride → N-[2-(3-Cyclohexylmethoxybenzamido)benzenesulfonyl]hexanamide

https://huagongshe.com/reaction/1268121

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexanoyl chlorideHCID 67340—
Reactant3-Cyclohexylmethoxy-N-(2-sulfamoylphenyl)benzamideHCID 12041321—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventTetrahydrofuranHCID 8028—
ProductN-[2-(3-Cyclohexylmethoxybenzamido)benzenesulfonyl]hexanamideHCID 12972894100.7%

Reaction Steps

In a stream of nitrogen and at 0° C., 0.16 ml (1.10 mmol) of hexanoyl chloride was added to an anhydrous tetrahydrofuran (10 ml) solution containing 400 mg (1.00 mmol) of 3-cyclohexylmethoxy-N-(2-sulfamoylphenyl)benzamide produced in Reference Example 7 and 237 mg (1.90 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 490 mg (yield: 97.8%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06555584B1
Source datasetuspto-grants-2003_04
ORD IDord-916d803ebb7f4b4a9565f6a67d96dba5
Source noteuspto-grants-2003_04