Ammonium Hydroxide → 5-Bromo-8-nitroisoquinoline

Participants

Reaction Conditions

Reaction Steps

KNO3 (5.1 g, 50 mmol) was suspended in sulfuric acid (40 mL) and chilled to 0° C. 5-bromoisoquinoline (4 g, 19.2 mmol) was added slowly over the course of 20 minutes. The yellow, heterogeneous solution was brought to pH 8 by slow addition of ammonium hydroxide. Yellow solid was filtered off and recrystallized from methanol to give 7.5 g of 5-bromo-8-nitroisoquinoline. LCMS showed an m/z of 253.0/255.0 with a retention time of 1.797 min, method [1].

Provenance & Evidence