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

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Reaction Conditions

Reaction Steps

A mixture of 2,6-difluorobenzyl azide (6.75 g), 2-chloroacrylonitrile (7.0 g) and water (20 ml) is stirred at about 80° C. for 12 hours. Excess 2-chloroacrylonitrile is distilled off by raising the external temperature to about 120° C. The mixture is cooled to about 20° C. and the crystallized product is isolated by filtration and washed with water. The moist product is dried in vacuo at about 60° C. Yield: 8.17 g=93%. For purification, the product (8.17 g) is dissolved in toluene (40 ml) at 80° C. and treated with bleaching earth (0.24 g), and the mixture is filtered hot. The filtrate is concentrated to about 20 ml and the resulting crystal magma is stirred at 0° C. for 1 hour. After filtering, washing with toluene and drying, a white product (7.72 g) of m.p. 115.5-116.5° C. is obtained.

Provenance & Evidence