Triethylamine → HCID 19045207, compound

Participants

Reaction Conditions

Reaction Steps

52.4 g of 6-chloro-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione were dissolved in 280 ml of pyridine, followed by the addition of 45.5 g of triethylamine and 21.3 g of aminoethanol. The thus-prepared mixture was heated under reflux at 90° C. for 4 hours. The reaction mixture was ice-cooled and while maintaining the internal temperature at 0°-4° C., 55.8 g of methanesulfonyl chloride were added dropwise. The resultant mixture was stirred for 3 hours at the same temperature. 1.2 l of methanol were added, followed by stirring for additional 2 hours. Crytals precipitated in the reaction mixture were collected by filtration and then recrystallized from 3.5 l of methanol, thereby obtaining 70.0 g of 1,3-dimethyl-6-(2-methanesulfonyloxyethylamino)-2,4(1H,3H)-pyrimidinedione (Compound c) as crystals.

Provenance & Evidence