Phosphorus oxychloride → 2-Chloro-4-(2,4-dichloro-phenyl)-3-nitro-pyridine

Participants

Reaction Steps

To 10 mL of POCl3 was added 4-(2,4-dichloro-phenyl)-3-nitro-1H-pyridin-2-one (1.0 g, 3.51 mmol), followed by the addition of DMF (1-2 mL) and the reaction refluxed for 5 h. The reaction mixture was cooled to room temperature and poured over ice-H2O (200 mL). The solution was extracted with EtOAc, washed with H2O, brine, dried (MgSO4), filtered, and concentrated in vacuo to give 0.20 g (19%) of 2-chloro-4-(2,4-dichloro-phenyl)-3-nitro-pyridine as a brown viscous oil: crude 1H NMR (300 MHz, CDCl3): δ 8.6 (d, 1H), 7.5 (s, 1H), 7.38 (s, 1H), 7.34 (d, 1H), 7.20 (d, 1H).

Provenance & Evidence