Water → 5-hydroxy-3-(1-methyl-1H-pyrazol-5-yl)-1-phenylpyridazin-4(1H)-one

Participants

Reaction Steps

To a solution of sodium iodide (7.49 g) in acetonitrile (300 mL) was added chlorotrimethylsilane (6.35 mL) at room temperature with stirring, and the mixture was stirred for 30 min. Then, 5-methoxy-3-(1-methyl-1H-pyrazol-5-yl)-1-phenylpyridazin-4(1H)-one (2.82 g) was added, and the mixture was stirred for 30 min at the same temperature and further refluxed for 7 hr. The reaction mixture was allowed to cool to room temperature, poured into water and the mixture was stirred for 30 min. The resulting precipitate was collected by filtration, washed successively with water, methanol, and diisopropyl ether, and dried to give the title compound (0.95 g) as pale-yellow needles. The filtrate was extracted with ethyl acetate, and the organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give the title compound (1.70 g) as pale-yellow needles.

Provenance & Evidence