Abstract: Anew kind of aromatic diaminospirodilactone, i.e. 6,6′-diamino-3,3′-spirobiphthalide, was synthesized through multistep reactions from p nitrotoulene and paraformaldehyde.It was found that dinitrospirolactone could be synthesized directly in the acid system through oxidation reaction with a high yield.The increase of solvent polarity leads to an increase of reduction yield of dinitrolactone.The resulting intermediates6,6′- dihydroxylamino-3,3′ spirobiphthalide and6-amino-6′-hydroxylanimo-3,3′ spirobiphthalide were steady aromatic hydroxylamine.The structures of6,6′-diamino-3,3′-spirobiphthalide and its intermediates were confirmed by¹H NMR, ¹³C NMR, MS, IRand elemental analyses

Key words: Synthesis, Aromatic spirodilactone, Lactonization, Aromatic hydroxylamine