[Br:1]N1C(C)(C)C(=O)N(Br)C1=O.[N+:12]([C:15]1[CH:20]=[CH:19][C:18]([CH:21]([CH3:23])[CH3:22])=[CH:17][CH:16]=1)([O-:14])=[O:13].S(=O)(=O)(O)O.S(=O)(O)[O-].[Na+]>C1(C)C=CC=CC=1>[Br:1][C:19]1[CH:20]=[C:15]([N+:12]([O-:14])=[O:13])[CH:16]=[CH:17][C:18]=1[CH:21]([CH3:23])[CH3:22]1,3-Dibromo-5,5-dimethylhydantoin (86.9 g, 0.298 mol) was added in about 5 g portions to a solution of p-nitrocumene (X) (100 g, 0.581 mol, GC purity 96%) and sulphuric acid (178 g, 1.743 mol, 98% strength) over a period of 5 hours. The mixture was then warmed to room temperature and stirred for another 1 hour. The reaction mixture was poured onto 200 g of ice water and admixed with sodium bisulphite (15.1 g, 0.06 mol) and toluene (300 g). The phases were then separated. The organic phase was washed with 5% strength aqueous sodium hydroxide and the toluene was distilled off under reduced pressure. 2-Bromo-1-isopropyl-4-nitrobenzene (147 g, 93.6 GC-% by area, 97% of theory) was obtained as a pale yellow oil.
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