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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2304448Generated: October 31, 2026

2-Naphthalenesulfonyl chloride → Benzoic acid, 3-[(2-naphthalenylsulfonyl)amino]-, ethyl ester

https://huagongshe.com/reaction/2304448

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Naphthalenesulfonyl chlorideHCID 7125—
ReactantTriethylamineHCID 8471—
ReactantEthyl 3-aminobenzoateHCID 11400—
SolventTetrahydrofuranHCID 8028—
ProductBenzoic acid, 3-[(2-naphthalenylsulfonyl)amino]-, ethyl esterHCID 8823764103.2%

Reaction Steps

34.3 g (0.15 mol) of 2-naphthalenesulfonyl chloride, dissolved in 250 ml of tetrahydrofuran, were added dropwise to 25 g (0.15 mol) of ethyl 3-aminobenzoate and 63 ml (0.45 mol) of triethylamine in 400 ml of tetrahydrofuran at 0° C. The mixture was then heated to reflux for 1 h. The organic solvent was removed in vacuo, and the residue was partitioned between ethyl acetate and water. The ethyl acetate phase was dried and concentrated in vacuo. 55 g (100%) of the product were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06436925B1
Source datasetuspto-grants-2002_08
ORD IDord-e2fa41c25dc948c4b291815954039736
Source noteuspto-grants-2002_08