6-nitroisoquinoline-1,3(2H,4H)-dione → 6-Aminoisoquinoline-1,3(2H,4H)-dione

Participants

Reaction Steps

A solution of 6.19 g (30 mmol) of 6-nitroisoquinoline-1,3(2H,4H)-dione in 15 ml of MeOH and 150 ml of N,N-dimethylformamide is hydrogenated at 1 atmosphere of H2 at 25° in the presence of 1.5 g of 10% Pd/C for 7 h. The catalyst is removed by filtration through Celite. The filtrate is evaporated to give 5.4 g (100%) of a tan solid, mp 200-220° (dec); MS (ES+) m/z 177.2 (M+H)+1.

Provenance & Evidence