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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 881616Generated: October 25, 2026

Dimethylamine → N,N-dimethyl-4-nitro-2-(trifluoromethyl)aniline

https://huagongshe.com/reaction/881616

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant2-Fluoro-5-nitrobenzotrifluorideHCID 94954—
SolventTetrahydrofuranHCID 8028—
ProductN,N-dimethyl-4-nitro-2-(trifluoromethyl)anilineHCID 52152842%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 1-floro-4-nitro-2-trifluoromethylbenzene (2.0 g) in tetrahydrofuran (20 mL) were added dimethyamine (0.64 g) and sodium hydride (0.34 g) at room temperature, and this mixture was stirred at 50° C. for 16 hours. This reaction mixture was poured into water, and this mixture was extracted with ethyl acetate. This organic layer was washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate) to give the title compound (0.94 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08993616B2
Source datasetuspto-grants-2015_03
ORD IDord-83804acfc2c542e5afc52ce5b5892b27
Source noteuspto-grants-2015_03