Phosphorus oxychloride → 6-Chloro-2-methyl-3-nitropyridine

온도

115 °C

A suspension of 6-methyl-5-nitro-1H-pyridin-2-one (Preparation 2, 3.53 g, 22.9 mmol) in phosphorous oxychloride (20 mL) was heated to 115° C. (oil bath temperature) for 3 h then allowed to cool to rt. The phosphorous oxychloride was removed in vacuo and the residue poured into iced water (100 mL). The mixture was quenched by addition of saturated sodium bicarbonate solution, then the aqueous mixture was extracted with ethyl acetate (3×100 mL). The combined organics were washed with brine, dried (MgSO4), filtered and concentrated in vacuo to furnish the title compound as a brown solid. δH (CDCl3): 2.86 (3H, s), 7.36 (1H, d, 8.59 Hz), 8.27 (1H, d, 8.32 Hz).

1. temperatureto cool to rt
2. customThe phosphorous oxychloride was removed in vacuo
3. additionthe residue poured into iced water (100 mL)
4. customThe mixture was quenched by addition of saturated sodium bicarbonate solution
5. extractionthe aqueous mixture was extracted with ethyl acetate (3×100 mL)
6. washThe combined organics were washed with brine
7. dry with materialdried (MgSO4)
8. filtrationfiltered
9. concentrationconcentrated in vacuo

ORD 기록

ord-f2140a0309264354811cbf5ca934c9c5

출처 데이터셋

uspto-grants-2008_07

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US07405210B2