Sodium hydride → HCID 23471585, compound

Participants

Reaction Steps

To a solution of 3 g of 6-(5-methyl-3-oxo-2,3,4,5-tetrahydropyridazin-6-yl)-1,4,4-trimethyl-1,2,3,4-tetrahydroquinolin-2-one in 30 ml of dimethylformamide was added 0.9 g of 50% sodium hydride. After stirring for about 30 minutes, 1.7 g of 2-morpholinoethyl chloride was added and the mixture was stirred at about 50° C. for one hour. The reaction mixture was poured into 200 ml of ice-cold water and extracted with 150 ml of chloroform. The extract was dried over potassium carbonate and concentrated under reduced pressure. To the residue was added alcoholic hydrogen chloride and the precipitated crystals were filtered off. Recrystallization from isopropanol gave 2.5 g of 6-[5-methyl-2-(2-morpholinoethyl)-3-oxo-2,3,4,5-tetrahydropyridazin-6-yl]-1,4,4-trimethyl-1,2,3,4-tetrahydroquinolin-2-one hydrochloride, melting at 243°-246° C.

Provenance & Evidence