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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1968419Generated: October 31, 2026

Imidazole → 2-Methyl-1-(4-nitro-2-(trifluoromethyl)phenyl)-1H-imidazole

https://huagongshe.com/reaction/1968419

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantSodium hydrideHCID 24758—
Reactant2-Fluoro-5-nitrobenzotrifluorideHCID 94954—
ReactantSodium BicarbonateHCID 516892—
SolventDimethylformamideHCID 6228—
Product2-Methyl-1-(4-nitro-2-(trifluoromethyl)phenyl)-1H-imidazoleHCID 59822451—

Reaction Steps

To the solution of imidazole (2.20 g, 26.8 mmol) in 20 mL DMF at 0° C. under argon atmosphere is added with sodium hydride (60% dispersion in mineral oil, 1.43 g, 35.7 mmol) potion wise. After 15 min, 1-Fluoro-4-nitro-2-trifluoromethyl-benzene (5.0 g, 23.9 mmol) is added. The resulting reaction mixture is allowed to warm to room temperature and kept stirring for 2 hr. Then the reaction mixture is poured into 100 mL saturated NaHCO3 solution, extracted three times with 150 mL ethyl acetate. The organic extracts are washed with brine, and dried over MgSO4. Filtration and concentration under reduced pressure, afforded the title compound as white powder, which is directly used for the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08426404B2
Source datasetuspto-grants-2013_04
ORD IDord-35d6986f56634d6cacd0a4876a78e256
Source noteuspto-grants-2013_04