Water → HCID 178480486, compound

Participants

Reaction Conditions

Reaction Steps

0.9 g (8.4 mmol) of phenylhydrazine in 10 ml of dimethylformamide is added to a solution consisting of 1.0 g (2.7 mmol) of N-(2-bicyclo[2.2.1]hept-2-ylphenyl)-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-thiocarboxamide in 10 ml of methanol. The reaction mixture is stirred at 70° C. for 16 hours. For work-up, the reaction mixture is poured into water and extracted three times with in each case 20 ml of dichloromethane. The combined organic phases are dried over sodium sulphate and concentrated under reduced pressure. Column chromatography (gradient cyclohexane/ethyl acetate) gives 0.42 g (0.96 mmol, 35% of theory) of N-(2-bicyclo[2.2.1]hept-2-ylphenyl)-3-(difluoromethyl)-1-methyl-N′-phenyl-1H-pyrazole-4-carbohydrazonamide [logP (pH 2.3)=3.66].

Provenance & Evidence