Pyridine → HCID 13627551, compound

Participants

Reaction Steps

Fourteen-point-six grams (0.06 mole) of 1-(3,5-dichlorophenyl)-3-amino-2-pyrazoline-5-one, 11.4 ml (0.14 mole) of pyridine and 1.2 ml of nitrobenzene were added to 200 ml of tetrahydrofuran. To this mixture, cooled by ice, were added dropwise 12.7 g (0.14 mole) of acryloyl chloride. The liquid, after 30-minute stirring, was poured into 2 liters of water, extracted with use of ethyl acetate, and dried with use of anhydrous sodium sulfate, and then the solvent was distilled off under reduced pressure at a temperature of from 25° to 35° C. To the remaining oily substance were added 60 ml of ethanol and 60 ml of water, and further a solution of 8.4 g (0.21 mole) of sodium hydroxide dissolved in water. The liquid was stirred for 30 minutes at room temperature, and neutralized, and the thus deposited crystals were filtrated, and recrystallized from ethanol, whereby 8.6 g (48%) of Coupler Monomer (6) were obtained.

Provenance & Evidence