Acetic Acid → 27314-97-2

Participants

Reaction Conditions

Reaction Steps

To a solution containing 100 g (0.73 mole) of benzofuroxan in 223.6 g (1.5 moles) of DBU was added a solution containing 61.7 g (1.5 moles) of cyanamide in 38 ml of acetonitrile while maintaining the temperature between 20 and 25° C. The reaction mixture was stirred at that temperature for 50 hours after which it was diluted with 662 ml of acetonitrile, cooled to 15° C. and treated with 88.2 g (1.5 moles) of acetic acid. The mixture was then stirred for 18 hours at 5° C. and the resulting precipitate collected by filtration and washed twice with 100 ml of acetonitrile. The collected solid was slurried in 200 ml of water, collected, washed twice with 50 ml of water and dried under vacuum for 3 days to give 49.7 g of tirapazamine.

Provenance & Evidence