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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 658058Generated: November 2, 2026

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

https://huagongshe.com/reaction/658058

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 for 24 hours at about 80° C. By increasing the external temperature to about 130° C., excess 2-chloroacrylonitrile is distilled off. The semisolid mixture is cooled to about 40° C., cyclohexane (50 ml) is added to the suspension and the mixture is brought to about 20° C. and stirred for about 2 hours. The product is isolated by filtration and 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 at about 60° C. in vacuo. Yield: 38.04 g=86%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076362B2
Source datasetuspto-grants-2011_12
ORD IDord-326b6b0c1a38442a9b2650959a75a7a1
Source noteuspto-grants-2011_12