[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6](=O)[C:7](=O)[NH:8]2)=[CH:4][CH:3]=1.[N:13]([O-])=O.[Na+].S(=O)(=O)(O)O.Cl.[OH2:23].[OH2:24].Cl[Sn]Cl>[OH-].[Na+].O>[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:7]([OH:24])=[O:23])=[N:13][NH:8]2)=[CH:4][CH:3]=1The solution of 6-bromoisatin (10 g, 22 mmol) in 1N aqueous NaOH solution (48 Ml) was stirred at 50° C. for 1 h. The mixture was cooled to 0° C. Sodium nitrite (3 g, 22 mmol) solution in water (11 Ml) was added dropwise for 15 min at 0° C. The mixture was added to the solution of water (90 Ml) and sulfuric acid (4.6 Ml) at 0° C. for 15 min. The mixture was added to the solution of conc. hydrochloric acid (40 Ml) and SnCl2.2H2O (24 g, 53 mmol). After 1 h, the mixture was filtered and washed with water. The solid was dried through air flow to give the titled compound (8.98 g).
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