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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 590913Generated: October 28, 2026

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

https://huagongshe.com/reaction/590913

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 numberUS09237745B2
Source datasetuspto-grants-2016_01
ORD IDord-a3596cb98eb24f9eae17f4bcb146dbc0
Source noteuspto-grants-2016_01