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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2164263Generated: October 30, 2026

Imidazole → 5-(4-Imidazol-1-yl-phenyl)-6-methyl-2-oxo-1,2-dihydro-pyridine-3-carbonitrile

https://huagongshe.com/reaction/2164263

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantPotassium CarbonateHCID 11430—
Reactant1,2-Dihydro-5-(4-fluorophenyl)-6-methyl-2-oxo-3-pyridinecarbonitrileHCID 20238599—
CatalystCopperHCID 23978—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventWaterHCID 962—
Product5-(4-Imidazol-1-yl-phenyl)-6-methyl-2-oxo-1,2-dihydro-pyridine-3-carbonitrileHCID 1044613611.6%

Reaction Conditions

Temperature200 °C

Reaction Steps

A mixture of 1,2-dihydro-5-(4-fluorophenyl)-6-methyl-2-oxo-3-pyridinecarbonitrile (5.0 grams), imidazole (25 grams), potassium carbonate (5 grams), copper (0.5 grams) and copper (I) iodide (0.5 grams) is heated just at 200° C. for 24 hours and then at 260° C. for 8 hours. After cooling, the reaction mixture is diluted with water and filtered. The filtrate is acidified with 6N hydrochloric acid and the precipitate is collected. This solid is boiled in 1 liter of methanol and the hot mixture is filtered. The filtrate is evaporated to a volume of 200 ml and cooled to give 0.7 grams of 1,2-dihydro-5-[4-(1H-imidazol-1-yl)phenyl]-6-methyl-2-oxo-3-pyridinecarbonitrile: mp 300°-301° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04503061
Source datasetuspto-grants-1985_03
ORD IDord-08e76e93f88c40a28e52a06f37a6a94d
Source noteuspto-grants-1985_03