Acetic Acid → HCID 21947647, compound

Participants

Reaction Steps

A solution of 395 mg (2.50 mmol) of potassium permanganate was added dropwise to a solution of 700 mg (1.70 mmol) of 3-benzyl-2-methylsulphanyl-5-(naphthalen-1-ylmethyl)-3,5-dihydro-imidazo[4,5-d]pyridazin-4-one in 30 ml concentrated acetic acid with stirring at ambient temperature and stirring was continued for a further two hours. As the oxidation was not yet complete, a further 150 mg potassium permanganate, dissolved in 5 ml of water, were added and the mixture was again stirred for two hours. The reaction solution was then combined with 0.5 g sodium hydrogen sulphite, then diluted with approx. 40 ml of water and extracted three times with 20 ml of dichloromethane. The organic extracts were washed with 5% sodium hydrogen sulphite solution, then with water and dried over sodium sulphate. The crude product obtained after evaporation was purified by column chromatography (silica gel; eluant:dichloromethane with 1% ethanol).

Provenance & Evidence