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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 476166Generated: October 26, 2026

Water → 2-(4-(8-Bromo-3-(2-methyl-5-nitrophenylsulfonyl)-2-oxo-2,3-dihydro-1H-imidazo[4,5-c]quinolin-1-yl)phenyl)-2-methylpropanenitrile

https://huagongshe.com/reaction/476166

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactanto-Toluenesulfonyl chloride, 5-nitro-HCID 8457—
ReactantTriethylamineHCID 8471—
Reactant4-(8-Bromo-2,3-dihydro-2-oxo-1H-imidazo(4,5-c)quinolin-1-yl)-alpha,alpha-dimethylbenzeneacetonitrileHCID 42609569—
SolventDichloromethaneHCID 6344—
Product2-(4-(8-Bromo-3-(2-methyl-5-nitrophenylsulfonyl)-2-oxo-2,3-dihydro-1H-imidazo[4,5-c]quinolin-1-yl)phenyl)-2-methylpropanenitrileHCID 66897149—

Reaction Steps

To a solution of 2-(4-(8-bromo-2-oxo-2,3-dihydro-1H-imidazo[4,5-c]quinolin-1-yl)phenyl)-2-methylpropanenitrile (Intermediate 1, 50 mg, 0.12 mmol) and triethylamine (24.4 mg, 0.24 mmol) in dichloromethane (6 ml) was added 2-methyl-5-nitrobenzene-1-sulfonyl chloride (53 mg, 0.18 mmol) at 0° C. The reaction was stirred at RT for 3 hours. The reaction mixture was poured into cold water and organic layer was separated. The aqueous layer was extracted with dichloromethane. The combined organic layer was dried over sodium sulfate and crude product was purified by column chromatography (silica gel, 2% acetone in chloroform) to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637670B2
Source datasetuspto-grants-2014_01
ORD IDord-583fdc6fb634442cb6aa1a8f5a4ddba2
Source noteuspto-grants-2014_01