4-Chlorophenol → HCID 24777022, compound

Participants

Reaction Conditions

Reaction Steps

10.0 g (71.89 mmol) of 2,6-difluorobenzonitrile, 10.17 g (79.08 mmol) of 4-chlorophenol and 19.87 g (143.78 mmol) of potassium carbonate were added into 300 ml of N,N-dimethylformamide, and stirred at 50° C. for 10 h to complete the reaction. The reaction mixture was evaporated to dryness, diluted with 200 ml water and extracted with 400 ml ethyl acetate. The organic layer was dried with anhydrous sodium sulfate and evaporated to dryness. The residue was passed through column chromatography to provide an intermediate. The intermediate and 17.41 g (143.78 mmol) of guanidine carbonate were heated to 140° C. in 300 ml of N,N-dimethylacetamide and reacted for 8 h to complete the reaction. The reaction mixture was evaporated to dryness, diluted with 200 ml of water and extracted with 400 ml of dichloromethane. The organic layer was dried with anhydrous sodium sulfate and evaporated to dryness. The residue was passed through column chromatography to provide 13.7 g of compound Yhhu-0968 with a total yield of 67% in the two steps).

Provenance & Evidence