1H-1,2,4-Triazole → 1-(4-Chlorophenyl)-1-[1-(3-chloro-1,2,4-triazol-1-yl)-cyclopropyl]-2-(1,2,4-triazol-1-yl)-ethan-1-ol

Participants

Reaction Conditions

Reaction Steps

A solution of 21 g (0.071 mol) of 2-(4-chlorophenyl)-2-[1-(3-chloro-1,2,4-triazol-1-yl)-cyclopropyl]-oxirane in 30 ml of absolute dimethylformamide is added dropwise at 80° C. to a stirred mixture of 15.6 g (0.276 mol) of 1,2,4-triazole and 1.7 g (0.015 mol) of potassium tert.-butylate in 40 ml of absolute dimethylformamide. The reaction mixture is stirred for 6 more hours at 100° C. and then concentrated by stripping off the solvent under reduced pressure. The residue which remains is taken up in a mixture of ethyl acetate/toluene, and the mixture is washed with water, dried over sodium sulphate and concentrated under reduced pressure. The residue is chromatographed on silica gel using a mixture of dichloromethane/ethanol=98:2 as the eluent. Concentration of the eluate by evaporation gives 11.5 g of 1-(4-chlorophenyl)-1-[1-(3-chloro-1,2,4-triazol-1-yl)-cyclopropyl]-2-(1,2,4-triazol-1-yl)-ethan-1-ol in the form of a solid of melting point 156° C.

Provenance & Evidence