Abstract The preparation of 3, 6-dinitro-2-R-1, 8-naphthyridines (1, R= OH, NH 2, OC 2 H 5, Cl) is described and their addition patterns with liquid ammonia are studied. Compound 1 (R= OH, NH 2) gives with liquid ammonia at-45 as well as at room temperature formation of the covalent ó-adduct 4-amino-1, 4-dihydro-3, 6-dinitro-2-R-1, 8-naphthyridine (2, R= OH, NH 2). Compound 1 (R= OC 2 H 5) yields with ammonia at-45 two σ-adducts, ie the C-4 ...