Triethylamine → HCID 19045207, compound

Participants

Reaction Conditions

Reaction Steps

52.4 g of 6-chloro-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione was dissolved in 280 ml of pyridine, and 45.5 g of triethylamine and 21.3 g of aminoethanol were further added thereto. Afterward, the solution was heated with stirring at 90° C. for 4 hours. The reaction solution was ice-cooled so as to maintain its internal temperature at a level of from 0° to 4° C., and 55.8 g of methanesulfonyl chloride was added dropwise thereto. The solution was then stirred at the same temperature for 3 hours, and 1.2 liters of methanol was added thereto, followed by stirring for 2 hours. Crystals precipitated in this reaction solution were collected by filtration and further recrystallized from 3.5 liters of methanol to obtain 70.0 g of crystalline 1,3-dimethyl-6-(2-methanesulfonyloxyethylamino)-2,4-(1H,3H)-pyrimidinedione (Compound a).

Provenance & Evidence