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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1643899Generated: November 1, 2026

Methanol → N-(8-Bromo-6-cyano-1,2,3,4-tetrahydroquinolin-3-yl)-benzenesulfonamide

https://huagongshe.com/reaction/1643899

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantCalcium CarbonateHCID 10112—
Reactant(S)-N-(6-Cyano-1,2,3,4-tetrahydro-quinolin-3-yl)-benzenesulfonamideHCID 66757946—
ReactantBenzyltriethylammonium tribromideHCID 86596066—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
ProductN-(8-Bromo-6-cyano-1,2,3,4-tetrahydroquinolin-3-yl)-benzenesulfonamideHCID 6675794077%

Reaction Steps

To a suspension of racemate 1G (323 mg, 1.03 mmol) in mixed solvents of MeOH (3 mL), CH2Cl2 (3 mL) and THF (3 mL) at RT was added CaCO3 (103 mg, 1.03 mmol), followed by benzyltriethylammonium tribromide (445 mg, 1.03 mmol). After addition, the mixture was stirred at RT for 45 min. The resultant precipitate was collected by filtration, washed with 0.2 N aqueous HCl, H2O, then dried to provide the title compound (311 mg, 77%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08119808B2
Source datasetuspto-grants-2012_02
ORD IDord-45e711c1f9c444a19d24daf9069beae8
Source noteuspto-grants-2012_02