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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2195643Generated: October 29, 2026

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

https://huagongshe.com/reaction/2195643

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 numberUS08338362B2
Source datasetuspto-grants-2012_12
ORD IDord-3328d4b6db6449a4bd8597871337068a
Source noteuspto-grants-2012_12