Synthesis of aromatic diaminospirodilactone

A new kind of aromatic diaminospirodilactone, i.e. 6,6'-diamino-3, 3'-spiro biphthalide, was synthesized through multistep reactions from p-nitrotoulen e and paraformaldehyde, It was: found that dinitrospirolactone could be syn thesized 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 intermediates 6, 6'-dihydroxylamino- 3, 3'-spirobiphthalide and 6-amino-6'-hydroxylanimo-3, 3'-spirobiphthalide were steady aromatic hydroxylamine. The structures of 6, 6'-diamino-3, 3'-s pirobiphthalide and its intermediates were confirmed by H-1 NMR, C-13 NMR, MS, IR and elemental analyses.