Abstract: | Methods for the preparation of nitro-substituted 6(5h)-phenanthridinones were examined. The nitration of 6(5H)-phenanthridinone, 5-methyl-6-(5H)- phenanthridinone, and 2-bromo-6(5H)-phenanthridinone was studied, and 2-, 3-, 4-nitro-, 2,4-, 2,8-, 4,8-dinitro-, 2,4,8-trinitro-, and 2,4,8,10-tetranitro-6(5H)-phenanthridinones, 2,4,8-trinitro- and 2,4,8,10-tetranitro-6-(5H)-phenanthridinones, and 2-bromo-4,8-dinitro- and 2-bromo-4,8,10-trinitro-6-(5H)-phenanthridinones were obtained. Proton magnetic resonance spectroscopy was used to identify the structure and predict the orientation of substitution in the nitration of 6(5H)-phenanthridinone and its nitro-substituted derivatives. The distribution of the electron density in these compounds was evaluated from an analysis of the chemical shifts of the protons.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1106–1113, August, 1985. |