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Investigation of phenanthridone and dioxotetrahydrodiazapyrene. 4. Synthesis of amino-substituted phenanthridones and dioxotetrahydrodiazapyrenes
Authors:G I Migachev  A M Terent'ev
Institution:(1) Scientific-Research Institute of Plastics, 111112 Moscow
Abstract:The corresponding mono-, di-, and triamino derivatives substituted in the 2, 4, and 8 positions of the phenanthridone ring were obtained by reduction of mono-, di-, and trinitro-substituted phenanthridone (I), phenanthridone-10-carboxylic acid (II), phenanthridone-1-carboxylic acid (III), 4H-cyclopentak,l,m]phenanthridine-5,9-dione (IV), 4H-cyclopentak,l,m]phenanthridin-5-one (V), 5,10-dioxo-4,5,9,10-tetrahydro-4,9-diazapyrene (VI), and 5,9-dioxo-4,5,9,10-tetrahydro-4,10-diazapyrene (VII) with powdered iron in an electrolyte medium, with hydrogen in the presence of a nickel catalyst, or with stannous chloride. The 2,4,7,9-tetraamino derivative of VI was similarly obtained. 1-Amino-, 7-amino-, and 10-amino-phenanthridones were obtained by the Schmidt reaction from the corresponding carboxylic acids. 1,10-Diamino-, and 3,8-diaminophenanthridones were similarly obtained from the corresponding aminofluorenones.See 1] for Communication 3.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 394–397, March, 1981.
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