Water → 5-(4-Nitrophenylsulfonyl)isoquinoline

Participants

Reaction Steps

5-(4-Nitrophenylsulfanyl)isoquinoline 2.01 g (7.1 mmol) was dissolved in concentrated sulfuric acid 20 ml, OXONE (trademark) 10.80 g (17.6 mmol) was added in portions, and the mixture was stirred at room temperature for 1 hour. After water was added to the reaction mixture, the solution was neutralized with a solution of 4 N sodium hydroxide in water and extracted with ethyl acetate. The organic layer was washed with a saturated sodium chloride, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was recrystallized from ethyl acetate-hexane to give 5-(4-nitrophenylsulfonyl)isoquinoline 1.99 g (88.8%).

Provenance & Evidence