4-AMino-1,2-dihydroisoquinolin-1-one hydrochloride synthesis

Yield: 0.62 g (35%)

Reaction Conditions:

with hydrogenchloride in methanol;concentrated ammonia hydroxide;water

Steps:

XXV 4-Amino-1(2H)-isoquinolinone monohydrochloride
EXAMPLE XXV 4-Amino-1(2H)-isoquinolinone monohydrochloride A suspension of 2.0 g (8.92 mmol) of 4-bromo-1-isoquinolinol in 23 ml of concentrated ammonia hydroxide was heated in a sealed vessel for 16 hours at 120° C., then at 135° C. for one additional hour. The resulting yellow solution was diluted with 50 ml of water and then concentrated to 20 ml. The solid was collected, dissolved in methanol, treated with charcoal and filtered through celite. To this solution was added gaseous hydrochloric acid until a white precipitate appeared. The mixture was cooled and filtered to provide 0.62 g (35%) of the desired product; mp 275°-280° (dec).

References:

Warner-Lambert Company US5177075, 1993, A