| Abstract: | Treatment of 2,4,8,10-tetranitro-6(5H)-phenanthridinone with hexamethylphosphoric triamide leads to intermolecular nucleophilic substitution of the nitro group by a hydroxy group, the source of which is the water contained in the solvent, to give 10-hydroxy-2,4,8-trinitro-6(5H)-phenanthridinone. An intramolecular interaction with the participation of a proton of the aromatic ring and an oxygen atom of the hydroxy or acetoxy group of the 10-hydroxy- or 10-acetoxy-2,4,8,-trinitro-6(5H)-phenanthridinone, the properties of which are characteristic for an intramolecular hydrogen bond, was detected by x-ray diffraction analysis and PMR spectroscopy.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 314–319, March, 1987. |
