1H-1,2,4-Triazole → HCID 22161906, compound

Participants

Reaction Steps

To a solution of 5-bromo-3-cyano-1-(2,6-dichloro -4-trifluoromethylphenyl)-4-trifluoromethylsulphonylpyrazole (2.0 g) in dioxan (30 ml) was added 1,2, 4-triazole (0.74 g), and the mixture heated under reflux overnight. After cooling to ambient temperature, sodium hydride (0.125 g) was added and the mixture heated under reflux for 2 days. The solvent was evaporated in vacuo and the residue dissolved in dichloromethane (50 ml) and washed with water (50 ml). The aqueous layer was re-extracted with dichloromethane (50 ml) and the combined organics dried over anhydrous magnesium sulphate, then evaporated in vacuo to give a yellow oil. Purification by chromatography on silica, eluting with dichloromethane/hexane (1:1) gave 3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)- 5-(1,2,4-triazol-1-yl)-4-trifluoromethylsulphonylpyrazole (0.3 g) as a white solid, m.p. 172.3°-173.7° C.

Provenance & Evidence