Water → HCID 19754686, compound

Participants

Reaction Conditions

Reaction Steps

0.3 g (1.4 mmol) of phosphorus pentasulphide is added to a solution consisting of 0.48 g (1.4 mmol) of N-(2-bicyclo[2.2.1]hept-2-ylphenyl)-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide in 20 ml of toluene, and the reaction mixture is stirred at 70° C. for 2 hours. For work-up, the reaction mixture is poured into water and extracted once with 20 ml of toluene and twice with in each case 20 ml of ethyl acetate. The combined organic phases are dried over sodium sulphate and concentrated under reduced pressure. Column chromatography (gradient cyclohexane/ethyl acetate) gives 0.32 g (0.89 mmol, 63% of theory) of N-(2-bicyclo[2.2.1]hept-2-ylphenyl)-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-thiocarboxamide [logP (pH 2.3)=3.66].

Provenance & Evidence