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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2420772Generated: October 31, 2026

2-Methylimidazole → 3-(2-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)-benzonitrile

https://huagongshe.com/reaction/2420772

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-MethylimidazoleHCID 12749—
Reactant3-Fluoro-5-(trifluoromethyl)benzonitrileHCID 519037—
SolventDimethylacetamideHCID 31374—
Product3-(2-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)-benzonitrileHCID 67214643—

Reaction Conditions

Temperature145 °C

Reaction Steps

A mixture of 3-fluoro-5-(trifluoromethyl)-benzonitrile (Lancaster Synthesis GmbH; 17 g, 89 mmol) and 2-methylimidazole (Fluka, Buchs, Switzerland; 22.2 g, 270 mmol) in N,N-dimethylacetamide (80 mL) is stirred at 145° C. for 19 h. The solvent is evaporated off under reduced pressure and the residue is dissolved in ethyl acetate (200 mL). The solution is washed with brine (200 mL), dried (Na2SO4) and the solvent is evaporated off under reduced pressure to give the crude product which is purified by recrystallisation from ether-hexane to afford the title compound as yellow crystalline solid, m.p. 132-134° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07956053B2
Source datasetuspto-grants-2011_06
ORD IDord-d57978f860cd4529b5b819b30f43ee27
Source noteuspto-grants-2011_06