反应详情

温度

0 °C

5-bromo-2-methylpyridine 1-oxide (2.269 g, 12.07 mmol, 1 eq) was dissolved in sulfuric acid (4 mL, 80 mmol, 6 eq) and cooled at 0° C. Fuming nitric acid (3 mL, 60 mmol, 5 eq) was added dropwise. After addition of the nitric acid was complete, the reaction mixture was first warmed to room temperature and then heated to 90° C. After 2 hours the reaction was cooled in an ice bath and slowly adjusted to pH 10 with 2 M aqueous sodium carbonate. This solution was extracted twice with dichloromethane. The combined organic extracts were dried over magnesium sulfate and concentrated to yield 2.54 g (90%) of 5-bromo-2-methyl-4-nitropyridine 1-oxide. LMCS (ESI) m+H=233.0.

1. temperaturethe reaction mixture was first warmed to room temperature
2. temperatureheated to 90° C
3. temperatureAfter 2 hours the reaction was cooled in an ice bath
4. extractionThis solution was extracted twice with dichloromethane
5. dry with materialThe combined organic extracts were dried over magnesium sulfate
6. concentrationconcentrated