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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2360368Generated: November 1, 2026

Water → 2-chloro-N-(2,6-dibromo-4-(perfluorobutan-2-yl)phenyl)-3-nitrobenzamide

https://huagongshe.com/reaction/2360368

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1,3-Dimethyl-2-imidazolidinoneHCID 6661—
Reactant2-Chloro-3-nitrobenzoyl chlorideHCID 12627413—
Reactant2,6-Dibromo-4-(perfluorobutan-2-yl)anilineHCID 58297412—
SolventEthyl AcetateHCID 8857—
Product2-chloro-N-(2,6-dibromo-4-(perfluorobutan-2-yl)phenyl)-3-nitrobenzamideHCID 8665424440%

Reaction Conditions

Temperature140 °C

Reaction Steps

To 27 ml of DMI were added 9.90 g (21.1 mmol) of 2,6-dibromo-4-(perfluorobutan-2-yl)aniline and 4.60 g (20.9 mmol) of 2-chloro-3-nitrobenzoyl chloride, followed by stirring at 140° C. for 4 hours. To the reaction solution were added water and ethyl acetate, and the organic phase was extracted, and washed with 1 mol/L of an aqueous sodium hydroxide solution, saturated brine, and dried over anhydrous magnesium sulfate. Then, the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluent solvent; hexane:ethyl acetate=20:1→10:1→5:1→3:1) to prepare 5.44 g (yield 40%) of a target compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08686044B2
Source datasetuspto-grants-2014_04
ORD IDord-76f2f225bbf447b6b90cbc432347405e
Source noteuspto-grants-2014_04