Sodium Nitrate → 6-Hydroxy-8-(3-nitrophenyl)-1,7-naphthyridine

Participants

Reaction Conditions

Reaction Steps

To a solution of 6-amino-8-(3-nitrophenyl)-1,7-naphthyridine (500 mg, 1.87 mmol; prepared according to example 1) in concentrated sulfuric acid and water (3 ml, 2:1) is added sodium nitrate (155 mg, 2.25 mmol) at 4° C. After 30 minutes, the ice bath is removed, and the mixture is warmed to 70° C. for 30 minutes. the reaction mixture is poured onto ice, and the solution is neutralized by adding sodium bicarbonate. The precipitate is filtered and washed with water affording the title compound. mp 262-265° C.

Provenance & Evidence