Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 651239Generated: October 29, 2026

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

https://huagongshe.com/reaction/651239

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 (26.6 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 mixture is cooled to about 95° C. and the product is crystallized by seeding. After cooling to about 40° C., the suspension is treated with cyclohexane (50 -ml) and 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 and dried in vacuo at about 60° C. Yield: 43.13 g=98%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06277999B1
Source datasetuspto-grants-2001_08
ORD IDord-5e6c177c7ea94573aaec026d37d99713
Source noteuspto-grants-2001_08