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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 389156Generated: October 31, 2026

Water → HCID 58244200, compound

https://huagongshe.com/reaction/389156

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantChloroformHCID 6212—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantPotassium HydroxideHCID 14797—
ReactantHCID 58244000HCID 58244000—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
ProductHCID 58244200HCID 58244200—

Reaction Conditions

Temperature100 °C

Reaction Steps

Zinc cyanide (118 mg), potassium hydroxide (75 mg) and tetrakis(triphenylphosphine)palladium (0) (290 mg) were sequentially added to a solution of 3-(3-bromophenyl)-4-methyl-5-[1-methyl-1-(2,4,6-trifluorophenoxy)ethyl]-4H-1,2,4-triazole (356 mg) in NMP (5 ml) under an argon atmosphere, followed by stirring at 100° C. for 3 hours. Chloroform and water were added to the reaction solution, the precipitated solid was separated by celite filtration, followed by extraction. The organic layer was washed with a 1M aqueous sodium hydroxide solution and saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel chromatography (hexane:ethyl acetate=100:0 to 0:100), and the solvent was evaporated under reduced pressure. The residue was solidified with diisopropylether and washed under heating to obtain, as a colorless powdery solid, 3-{4-methyl-5-[1-methyl-1-(2,4,6-trifluorophenoxy)ethyl]-4H-1,2,4-triazol-3-yl}benzonitrile (238 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08377923B2
Source datasetuspto-grants-2013_02
ORD IDord-60b54bb8f75f41ba92db51ce84689174
Source noteuspto-grants-2013_02