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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1268124Generated: October 30, 2026

Hexanoyl chloride → N-[2-[3-(4-t-Butylbenzyloxy)benzamido]benzenesulfonyl]hexanamide

https://huagongshe.com/reaction/1268124

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexanoyl chlorideHCID 67340—
Reactant3-(4-t-Butylbenzyloxy)-N-(2-sulfamoylphenyl)benzamideHCID 12041309—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventTetrahydrofuranHCID 8028—
ProductN-[2-[3-(4-t-Butylbenzyloxy)benzamido]benzenesulfonyl]hexanamideHCID 1204132391%

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 438 mg (1.00 mmol) of 3-(4-t-butylbenzyloxy)-N-(2-sulfamoylphenyl)benzamide produced in Reference Example 2 and 249 mg (2.00 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 488 mg (yield: 91.0%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06555584B1
Source datasetuspto-grants-2003_04
ORD IDord-084f3f7d91984e85b58f1d601bb4048c
Source noteuspto-grants-2003_04