Methanesulfonyl chloride → 1-(4-Methanesulfonyloxybutyl)-2,4(1H,3H)-quinazolinedione

Participants

Reaction Steps

To a stirred suspension of 1-[4-hydroxybutyl)-2,4(1H,3H)-quinazolinedione (778 mg) in chloroformtetrahydrofuran (40 ml, 1:1 V/V) was added methanesulfonyl chloride (0.57 ml), and triethylamine (1.85 ml) on an ice-bath. After stirring for 18 hours at room temperature, the reaction mixture was heated at 50° C. for 30 hours with stirring. After evaporation of the solvents the residue was diluted with ethyl acetate. The mixture was washed in turn with water and brine, dried over magnesium sulfate, and evaporated. 1-(4-Methanesulfonyloxybutyl)-2,4(1H,3H)-quinazolinedione (675 mg) as a crystal was obtained by recrystallization from methanol.

Provenance & Evidence