Acetic Anhydride → 2-acetamidopropyl-4-phenyl-1(2H)-isoquinolone

Participants

Reaction Steps

A mixture of 5 g of 2-(2-aminopropyl)-4-phenyl-1(2H)-isoquinolone, 10 ml of acetic anhydride and 10 ml of glacial acetic acid was warmed on a water bath for 3 hours and the resulting reaction mixture was poured into ice-water. The precipitated crystals were extracted with dichloromethane, and the extract was thoroughly washed successively with a 5% aqueous solution of sodium hydroxide and water, and then dried over anhydrous sodium sulfate. The crystals obtained by distilling off the solvent was recrystallized from ethanol to obtain 4.8 g (83% yield) of 2-(2-acetamidopropyl-4-phenyl-1(2H)-isoquinolone having a melting point of 177° C. as colorless needles.

Provenance & Evidence