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 added thereto, followed by stirring at 90° C. for 4 hours. The reaction solution was cooled with ice so that its internal temperature might be in the range of from 0° to 4° C., and 55.8 g of methanesulfonyl chloride was added dropwise thereto, and the solution was then stirred at the same temperature for 3 hours. 1.2 liters of methanol were added to the solution, followed by stirring for further 2 hours. The crystals which had been deposited in the reaction solution were collected by filtration and then 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 m), which had a melting point of from 169° to 170° C.

Provenance & Evidence