Ammonium Bisulfite → 2-Bromo-4-nitro-1H-imidazole

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Reaction Steps

2-Bromo-5-iodo-4-nitroimidazole (1.00 g, 3.15 mmol) was dissolved in dimethylformamide (8 ml) and water (3 ml). The obtained solution was stirred under cooling on ice, and then, a 50% to 55% ammonium bisulfite aqueous solution (3.6 ml, 23.5 mmol with a content of 52.5%) was added thereto. The obtained mixture was stirred at room temperature for 3 days. Thereafter, cold water (30 ml) was added to the reaction product, followed by extraction with ethyl acetate 3 times (167 ml in total). The organic layer was washed with 5% saline twice and then dried (MgSO4), followed by vacuum concentration and exsiccation.

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