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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 651236Generated: October 29, 2026

2-Chloroacrylonitrile → 4-Cyano-1-(2,6-difluorobenzyl)-1H-1,2,3-triazole

https://huagongshe.com/reaction/651236

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-ChloroacrylonitrileHCID 70198—
Reactant2-(Azidomethyl)-1,3-difluorobenzeneHCID 10888323—
SolventWaterHCID 962—
Product4-Cyano-1-(2,6-difluorobenzyl)-1H-1,2,3-triazoleHCID 11042239—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 2.6-difluorobenzyl azide (34.2 g), 2-chloroacrylonitrile (17.73 g) and water (125 ml) is stirred at about 80° C. for 24 hours. Excess 2-chloroacrylonitrile is distilled off by raising the external temperature to about 130° C. The semi-solid mixture is cooled to about 40° C. and the suspension is treated with cyclohexane (50 ml), brought to about 20° C. and stirred for about 2 hours. The product is isolated by filtration, washed with cyclohexane (75 ml) and then with water (50 ml). The moist product is mixed with water (100 ml), the suspension is filtered and the product is washed with water (50 ml) and dried in vacuo at about 60° C. Yield: 38.04 g=86%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06277999B1
Source datasetuspto-grants-2001_08
ORD IDord-66074350972d4efa86560cd93bd90c15
Source noteuspto-grants-2001_08