[CH3:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4](=[O:12])[CH2:5][C:6]2=[O:11].[N+:13]([O-])([OH:15])=[O:14]>CCOCC>[CH3:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4](=[O:12])[CH:5]([N+:13]([O-:15])=[O:14])[C:6]2=[O:11]To a stirred suspension of 4-methyl-1,3-indanedione (1.02g. 0.006 mole) in anhydrous ether (5 ml) at ca 10° C was added drowpwise and with stirring fuming nitric acid (2.0 ml). After 10 mins. a clear, dark solution formed followed by precipitation of a bright yellow solid. The mass was filtered and washed with 5N hydrochloric acid. Recrystallisation from water/hydrochloric acid afforded the title compound, m.p. 108°-9° C. (Found; C, 56.16; H, 3.74; N, 6.32; C10H7NO4.1 /2H2O requires; C, 56.07; H, 3.76; N, 6.54%).
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