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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1621152Generated: October 29, 2026

Water → 2-(1,3-Diphenyl-1H-1,2,4-triazol-5-yl)acetonitrile

https://huagongshe.com/reaction/1621152

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CyanideHCID 9032—
Reactant5-(Bromomethyl)-1,3-diphenyl-1H-1,2,4-triazoleHCID 86677490—
SolventDimethyl SulfoxideHCID 679—
Product2-(1,3-Diphenyl-1H-1,2,4-triazol-5-yl)acetonitrileHCID 13117780114.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 5-(bromomethyl)-1,3-diphenyl-1H-1,2,4-triazole (265 mg, 843 μmol) and potassium cyanide (62.3 mg, 928 μmol) in DMSO (5 mL) was heated at 60° C. for 1.5 h. The reaction mixture was cooled to RT, poured into water (25 mL) and extracted with ethyl acetate (2×50 mL). The organic phases were washed with water (2×25 mL) and brine (1×25 mL), and the combined organic layer was dried over MgSO4 and concentrated in vacuo to give 251 mg of crude product. The product was obtained after purification by flash chromatography (using silica gel and an ethyl acetate/heptane gradient) as light yellow waxy solid (120 mg, 461 μmol, 54.7%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772510B2
Source datasetuspto-grants-2014_07
ORD IDord-e3262c180684443d9049f7f3ab1c54a5
Source noteuspto-grants-2014_07