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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1505232Generated: October 31, 2026

Imidazole → HCID 67449438, compound

https://huagongshe.com/reaction/1505232

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant2-Chloro-4-(trifluoromethyl)benzonitrileHCID 2736476—
SolventDimethylformamideHCID 6228—
ProductHCID 67449438HCID 6744943873%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a suspension of NaH 60% (0.09 g, 3.97 mmol) in DMF (20 mL) at 0° C. was added in one portion 1H-imidazole (2.5 mol eq, 0.61 g). After 10 min 2-chloro-4-(trifluoromethyl)-benzonitrile (0.5 mL, 3.61 mmol) was added and the reaction mixture was heated at 100° C. for 2 h. The reaction was cooled at room temperature, water was added and the aqueous solution was extracted with EtOAc (3×25 mL). The recombined organic phases were dried over sodium sulfate and evaporated to dryness to give the 2-imidazol-1-yl-4-(trifluoromethyl)benzonitrile as pale yellow oil (0.63 g, 73% Yield) used for the reduction without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09216975B2
Source datasetuspto-grants-2015_12
ORD IDord-83710f97f52a4f98b0f71aff3b3182d1
Source noteuspto-grants-2015_12