Potassium thiocyanate → HCID 18461195, compound

Participants

Reaction Conditions

Reaction Steps

Under an atmosphere of argon, 2-(4-fluorophenyl)-1-(4-pyridinyl)ethanone-O-[(4-methylphenyl)sulfonyl]oxime (0.03 mol/10.0 g) was dissolved in 60 ml of absolute ethanol. In an ice bath, the mixture was cooled to 0° C., and a freshly prepared solution of sodium (0.03 M/0.75 g) in 30 ml of absolute ethanol was added dropwise. The reaction mixture was stirred at 0° C. for 1.5 h. After addition of 500 ml of diethyl ether, stirring was continued for 30 min. The resulting precipitate was filtered off and washed 4× with in each case 50 ml of diethyl ether. The combined ether phase was extracted 3× with in each case 90 ml of HCl 10%. The aqueous extract was concentrated to 40 ml, and KSCN (0.05 mol/5.0 g) was added. With stirring, the reaction mixture was then heated under reflux for 1 h. When the mixture was neutralized using 270 ml of 5% strength NaHCO3 solution, the title compound was obtained as a yellow precipitate. The precipitate was filtered off, washed with H2O and dried in a drying cabinet at 60° C. Yield: 5.6 g (79%)

Provenance & Evidence