Pyridine → 2,8-Bis(isobutyryloxy)-5-(alpha-isopropylaminobutyryl)quinoline hydrochloride

Participants

Reaction Steps

20 ml of pyridine was added to 1 g of 8-hydroxy-5-(α-isopropylaminobutyryl)carbostyril, and 2 ml of isobutyryl chloride was added dropwise to the mixture while cooling with ice-water and stirring followed by stirring for 3 hours and for 2 hours at a temperature of 35°-40° C. After addition of about 200 ml of diethyl ether, the precipitate formed was stirred in a small amount of cold water and then washed successively with acetone and diethyl ehter. The resulting crystalline product was then recrystallized from acetone to obtain 0.6 g of 2,8-bis(isobutyryloxy)-5-(α-isopropylaminobutyryl)quinoline hydrochloride having a melting point of 214°-215° C. (with coloration and decomposition).

Provenance & Evidence