Sulfolane → 2-Fluoro-5-nitropyridine

A mixture of 5-nitro-2-chloropyridine (2.0 g, 12.6 mmol) and anhydrous potassium fluoride (2.2 g, 38 mmol) in a combination of sulfalone (6 mL) and benzene (4 mL) was stirred at RT for 20 min. The benzene was then removed by distillation. The resulting mixture was heated at 150° C. for 12 h. The mixture was cooled to RT whereupon water (60 mL) was added. The desired product was separated from the solution via steam distillation. Extraction of the distillate with diethyl ether (2×10 mL) followed by drying (Na2SO4) and concentration gave 5-nitro-2-fluoropyridine as a water white oil (1.3 g, 73%).

1. customThe benzene was then removed by distillation
2. temperatureThe resulting mixture was heated at 150° C. for 12 h
3. temperatureThe mixture was cooled to RT whereupon water (60 mL)
4. additionwas added
5. customThe desired product was separated from the solution via steam distillation
6. extractionExtraction of the distillate with diethyl ether (2×10 mL)
7. customby drying
8. concentration(Na2SO4) and concentration

ORD record

ord-1279672beddb4da0935e05b38dd8bb78

Source dataset

uspto-grants-2004_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06737422B2