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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2410284Generated: November 3, 2026

Dimethylformamide → N,N-Diethyl-2-nitro-4-(trifluoromethyl)aniline

https://huagongshe.com/reaction/2410284

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantDiethylamineHCID 8021—
Reactant4-Fluoro-3-nitrobenzotrifluorideHCID 67778—
SolventWaterHCID 962—
ProductN,N-Diethyl-2-nitro-4-(trifluoromethyl)anilineHCID 2314963798.3%

Reaction Steps

Diethylamine (230 μl, 2.22 mmol, commercially available product) was added at room temperature to an N,N-dimethylformamide (DMF; 0.5 ml) solution of 1-fluoro-2-nitro-4-(trifluoromethyl)benzene (211 mg, 1.01 mmol, commercially available product). The resulting mixture was stirred for three hours. Water was added to the mixture, and the resulting mixture was extracted three times with ethyl acetate. The obtained organic layer was washed with a saturated sodium chloride solution, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (20 g, hexane/ethyl acetate=8/1). Thus, 1-diethylamino-2-nitro-4-(trifluoromethyl)benzene (258 mg, 98.3%) was yielded as an orange-colored oily material.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08816089B2
Source datasetuspto-grants-2014_08
ORD IDord-8446bd2c8321498083639ee38bdfc209
Source noteuspto-grants-2014_08