Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1071975Generated: November 3, 2026

Benzenesulfonyl chloride, 3,4-dichloro- → HCID 69767155, compound

https://huagongshe.com/reaction/1071975

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonyl chloride, 3,4-dichloro-HCID 7383—
ReactantHCID 86593352HCID 86593352—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
SolventPyridineHCID 1049—
ProductHCID 69767155HCID 69767155—

Reaction Steps

To a solution of (3R)-3-(azidomethyl)-3,4-dihydroquinoxalin-2(1H)-one (122 mg, 0.60 mmol) in pyridine (3 mL) was added 3,4-dichlorobenzenesulfonyl chloride (300 uL, 1.92 mmol). After stirring at room temperature overnight, the reaction mixture was concentrated under reduced pressure and purified using silica gel chromatography eluting with CH2Cl2-3% MeOH in CH2Cl2. The resulting product (137 mg, 0.33 mmol) was dissolved in EtOH (3 mL) and Pd/C (93 mg, 0.087 mmol) was added. A hydrogen balloon was placed over the reaction mixture for 5.5 hours before it was filtered through celite and concentrated to give (3R)-3-(aminomethyl)-4-[(3,4-dichlorophenyl)sulfonyl]-3,4-dihydroquinoxalin-2(1H)-one, which was used without further purification. LCMS (ES) 385.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06908921B2
Source datasetuspto-grants-2005_06
ORD IDord-cb5d8a2ac5d44303ad3559bae3ef7090
Source noteuspto-grants-2005_06