Synthesis
Potassium carbonate (1.39 g, 10.05 mmol) was added to a 50 mL round-bottomed flask containing 3,6-dichloropyridazine (1.00 g, 6.71 mmol) and anhydrous ethanol (10 mL). The reaction mixture was stirred under ethanol reflux for 22 hours. After completion of the reaction, it was cooled to room temperature, saturated ammonium chloride solution (30 mL) was added and the reaction mixture was extracted with dichloromethane (3 x 30 mL). The organic layers were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude product was ground with petroleum ether and filtered through a Büchner funnel to give the pure 3-chloro-6-ethoxypyridazine (1.025 g, 97% yield).
References
[1] Tetrahedron, 2015, vol. 71, # 29, p. 4859 - 4867
[2] Yakugaku Zasshi, 1954, vol. 74, p. 1195,1197
[3] Chem.Abstr., 1955, p. 14768
[4] Yakugaku Zasshi, 1955, vol. 75, p. 778,780
[5] Chem.Abstr., 1956, p. 4970
