Nitric Acid → 5-Iodo-6-nitro-1,2,3,4-tetrahydro-1,8-naphthyridine

Participants

Reaction Steps

Fuming nitric acid (0.5 mL, 10 mmol) was added a mixture of 5-iodo-1,2,3,4-tetrahydro-1,8-naphthyridine (1.0 g, 3.8 mmol) in sulfuric acid (10 mL) at 0° C. The reaction was allowed to warm to room temperature and stirred for 30 min. The mixture was poured into ice-water and neutralized with 3 M aq. NaOH. The resulting solid precipitate was collected by filtration, washed with water and dried to give the sub-title compound (0.50 g, 43%). LCMS calc. for C8H9IN3O2(M+H)+: m/z=306.0. Found: 306.1.

Provenance & Evidence