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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2382593Generated: November 2, 2026

Benzenamine hydrochloride (1:1) → 2-Chloro-5-(2-oxo-propyl)-N-phenyl-benzenesulfonamide

https://huagongshe.com/reaction/2382593

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenamine hydrochloride (1:1)HCID 8870—
ReactantSodium CarbonateHCID 10340—
Reactant2-Chloro-5-(2-oxopropyl)benzene-1-sulfonyl chlorideHCID 57831105—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product2-Chloro-5-(2-oxo-propyl)-N-phenyl-benzenesulfonamideHCID 68724924—

Reaction Steps

Aniline hydrochloride (64.8 mg, 0.05 mmol) is dissolved in 1,4-dioxane (1 ml) in a reaction tube and Na2CO3(85 mg) dissolved in water (0.5 ml) is added. To this mixture is added 2-Chloro-5-(2-oxo-propyl)-benzenesulfonyl chloride (115 mg, 0.43 mmol) (Intermediate A, prepared as described in WO03072557, page 77) in 1,4-dioxane (1 ml). The reaction mixture is left at room temperature overnight and monitored by LC-MS. The reaction mixture is shaken overnight with amino polystyrene (300 mg) and macroporous-isocyanate (300 mg), filtered and the resin is washed with MeOH (0.5 ml). The filtrate is concentrated in vacuo to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263585B2
Source datasetuspto-grants-2012_09
ORD IDord-ae87fbc945aa4b53b17eb65d9c0788f5
Source noteuspto-grants-2012_09