Phosphorus oxychloride → 2-Chloro-3-iodo-5-nitropyridine

A mixture of 3-iodo-5-nitropyridin-2-ol (37.60 mmol, 10 g), POCl3 (86.47 mmol, 7.94 ml) and PCl5 (48.87 mmol, 10.2 g) was heated at 140° C. for 45 minutes under argon atmosphere. The mixture was cooled at room temperature, poured slowly over iced-water and extracted with dichloromethane. The organic phase was washed with water, NaHCO3 aqueous solution and brine. The solvent was evaporated and the crude mixture was purified by chromatography over SiO2 eluting hexane/DCM mixtures affording 7.32 g (yield 69%) of the expected product.

1. temperatureThe mixture was cooled at room temperature
2. extractionextracted with dichloromethane
3. washThe organic phase was washed with water, NaHCO3 aqueous solution and brine
4. customThe solvent was evaporated
5. customthe crude mixture was purified by chromatography over SiO2
6. washeluting hexane/DCM

ORD-Eintrag

ord-368a731995ad4219a40618e0ac9ec2b5

Quelldatensatz

uspto-grants-2013_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08536165B2