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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1051264Generated: November 2, 2026

Potassium Carbonate → 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

https://huagongshe.com/reaction/1051264

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantDimethylacetamideHCID 31374—
Reactant3-Bromo-5-(trifluoromethyl)anilineHCID 2735880—
ReactantHCID 178418800HCID 178418800—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventEthyl AcetateHCID 8857—
Product3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)anilineHCID 1200282567%

Reaction Conditions

Temperature140 °C

Reaction Steps

3-Bromo-5-(trifluoromethyl)aniline (0.2 mL, 1.43 mmol) was stirred in a solvent of dimethylacetamide (10 mL). The reaction solution was added with 4-methyl-1H-imidazole (0.35 g, 4.26 mmol), K2CO3 (0.20 g, 5.23 mmol), Cu (0.022 g, 0.346 mmol) and CuI (0.068 g, 0.115 mmol), and stirred for about 2 days at 140° C. The reaction mixture was diluted with ethyl acetate, and washed with a saturated aqueous sodium bicarbonate solution and saline. The organic layer thus obtained was dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to obtain the title compound (0.23 g, 67%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388165B2
Source datasetuspto-grants-2016_07
ORD IDord-e83cd808f5a04f0ba438a9b00630c151
Source noteuspto-grants-2016_07