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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2427189Generated: November 3, 2026

Pyridine → 3-[2,6-Dichloro-4-(2,4-dichloro-benzenesulfonylamino)-phenoxy]-quinoline-8-carboxylic acid methyl ester

https://huagongshe.com/reaction/2427189

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantBenzenesulfonyl chloride, 2,4-dichloro-HCID 204419—
ReactantSodium BicarbonateHCID 516892—
Reactant3-(4-Amino-2,6-dichloro-phenoxy)-quinoline-8-carboxylic acid methyl esterHCID 57440939—
SolventDichloromethaneHCID 6344—
Product3-[2,6-Dichloro-4-(2,4-dichloro-benzenesulfonylamino)-phenoxy]-quinoline-8-carboxylic acid methyl esterHCID 6724298670.2%

Reaction Steps

To a solution of 3-(4-Amino-2,6-dichloro-phenoxy)-quinoline-8-carboxylic acid methyl ester (315) (1.26 mmol) in Pyridine (0.15 ml, 1.80 mmol) and CH2Cl2 (5 ml), was added 2,4-Dichlorobenzenesulfonyl chloride (381 mg, 1.55 mmol). The mixture was stirred at room temperature for 12 hr. Sat NaHCO3 was added to the reaction mixture, which was then extracted twice with AcOEt. Organic layer was washed by Brine, dried over MgSO4, and concentrated. The crude residue was purified by column chromatography (Hexane/AcOEt=2/1, 80 g of silica gel) to afford compound 182 (506 mg, 70%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968567B2
Source datasetuspto-grants-2011_06
ORD IDord-7c3b2a5be2654f8da7b9216d170a6a5b
Source noteuspto-grants-2011_06