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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 333017Generated: October 26, 2026

Imidazole → Benzonitrile, p-imidazol-1-yl-

https://huagongshe.com/reaction/333017

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantDimethylformamideHCID 6228—
Reactant4-FluorobenzonitrileHCID 14517—
ReactantSodium hydrideHCID 24758—
SolventWaterHCID 962—
ProductBenzonitrile, p-imidazol-1-yl-HCID 135744—

Reaction Conditions

Temperature100 °C

Reaction Steps

1500 ml of dry dimethylformamide (DMF) are placed in a 1000 ml four-necked flask while passing nitrogen over it and 72.67 g (0.6 mol) of 4-fluorocyanobenzene and 61.2 g (0.9 mol) of imidazole and finally 21.6 g (0.9 mol) of sodium hydride are added. The reaction mixture is heated to 100° C., stirred at this temperature for 4 hours and subsequently overnight at room temperature. The reaction mixture is then poured into water and the resulting mixture is extracted a number of times with dichloromethane. The organic phase is dried, evaporated on a rotary evaporator and finally dried further at 60° C. under reduced pressure. The yield is 94 g (93% of theory).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877937B2
Source datasetuspto-grants-2014_11
ORD IDord-012ade525109479aa064c2cc28e46630
Source noteuspto-grants-2014_11