Sodium Carbonate → Rivaroxaban

Participants

Reaction Conditions

Reaction Steps

1160 g of 4-{4-[(5S)-5-(aminomethyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl}morpholin-3-one (VII) hydrochloride, 350 ml of water and 2.7 l of acetone are successively added to a solution of 464 g of sodium carbonate in 5.95 l of water at 10° C. At 8 to 12° C., 2535 g of 5-chlorothiophene-2-carbonyl chloride (IV) (30% strength solution in toluene) and a further 517 ml of toluene are added. The reaction mixture is then heated to 50° C., 2700 ml of acetone are added, and the mixture is stirred at 50 to 53° C. for a further 30 minutes. After cooling to 26° C., the precipitated reaction product is filtered off with suction and washed with water and acetone.

Provenance & Evidence