Quinoline → 2,3-Dichloro-5-nitropyridine

Participants

Reaction Steps

Place phosphorus oxychloride (11.28 mL, 121 mmol) in a round-bottom flask and cool to 0° C. Add quinoline (7.15 mL, 60.5 mmol) followed by 3-chloro-5-nitro-pyridin-2-ol (21.13 g, 121 mmol) in portions. Heat reaction to 120° C. for 2 hours. Pour reaction onto ice and triturate with water. Filter off the solid and wash with water. Dry thoroughly to yield 19.95 g (86%) of the title compound: 1H NMR δH (400 MHz, DMSO) 9.20 (s, 1H), 8.97 (s, 1H).

Provenance & Evidence