[N+:1]([C:4]1[CH:5]=[C:6]([S:11]([O-:14])(=[O:13])=[O:12])[CH:7]=[CH:8][C:9]=1Cl)([O-:3])=[O:2].[K+:15].O.[OH-].[Na+].[CH3:19][O:20][CH2:21][CH2:22][OH:23]>[O-2].[O-2].[Mn+4]>[N+:1]([C:4]1[CH:5]=[C:6]([S:11]([O-:14])(=[O:13])=[O:12])[CH:7]=[CH:8][C:9]=1[O:23][CH2:22][CH2:21][O:20][CH3:19])([O-:3])=[O:2].[K+:15]Potassium 3-nitro-4-chlorobenzensulfonate (47.2 g (0.17 moles)) and manganese dioxide (15 g) were added to a mixed solvent of 500 ml of methyl Cellosolve and 75 ml of water and the resulting mixture was heated at a temperature of 65° to 70° C. with stirring. The mixture was admixed with 17.5 ml of an aqueous solution of 17.5 g (0.44 moles) of sodium hydroxide diluted with 50 ml of methyl Cellosolve, and the reaction was continued for another 50 minutes. After completion of the reaction, while the reaction mixture was sitll hot, insoluble matter was removed by filtration with sellaite. Isopropyl alcohol (750 ml) and toluene (1,250 ml) were added to the filtrate and crystals which separated out were collected by filtration, washed with isopropyl alcohol and dried.
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