Methyl iodide → 4-Bromo-6-chloro-2-methyl-2,3-dihydropyridazin-3-one

Participants

Reaction Steps

To a solution of 4-bromo-6-chloropyridazin-3(2H)-one (10 g, 47.7 mmol, Preparation #27) in DMF (100 mL) was added cesium carbonate (23.34 g, 71.6 mmol, Aldrich) followed by iodomethane (10.17 g, 71.6 mmol) and stirred at RT for about 4 h. The reaction mixture was poured into ice cold water (200 mL) and the product extracted with EtOAc (3×100 mL). The combined organic layers were dried over sodium sulphate and evaporated under reduced pressure to afford 4-bromo-6-chloro-2-methylpyridazin-3(2H)-one 8 g (75%) as brown solid; 1H NMR (400 MHz, CDCl3) δ 7.624 (s, 1H), 3.809 (s, 3H); MS m/z: 222.8 (M+H)+,

Provenance & Evidence