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

Participants

Reaction Conditions

Reaction Steps

A mixture of 2,6-difluorobenzyl azide (34.2 g), 2-chloroacrylonitrile (26.6 g) and absolute ethanol (125 ml) is stirred at about 77° C. for 24 hours. Unreacted 2-chloroacrylonitrile and 2,6-difluorobenzyl azide as well as ethanol are distilled off (distillate 100 ml) by raising the external temperature to about 130° C. After cooling to 70° C., water (100 ml) is allowed to run in dropwise at 70-60° C. The mixture is seeded, cooled to about 20° C. and the suspension is stirred at about 20° C. for about 1 hour. The product is isolated by filtration and washed with cyclohexane (100 ml) and then with water (100 ml). The product is dried in vacuo at about 60° C. Yield: 17.73 g=40.3% (pale beige powder).

Provenance & Evidence