1-(2-Chloro-5-methylphenoxy)-3-[1,1-dimethyl-2-(3-chloro-6-pyridazinyloxy)ethylamino)-2-propanol → Hydrazine hydrate (1:1)

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Reaction Steps

A mixture of 740 mg of 1-(2-chloro-5-methylphenoxy)-3-[1,1-dimethyl-2-(3-chloro-6-pyridazinyloxy)ethylamino]-2-propanol obtained in (a) above, 15 ml of hydrazine hydrate and 15 ml of ethanol was refluxed overnight with stirring. The solvent was removed under reduced pressure. A solution of the residue in 90 ml of acetone was refluxed for 15 minutes. The solvent was evaporated. A solution of the residue in dichloromethane was washed successively with 5% sodium carbonate and an aqueous solution of sodium chloride, and dried over magnesium sulfate. After evaporating the solvent, the residue was purified by thin-layer chromatography [silica gel (Merck GF254); chloroform/methanol=9/1] to give 252 mg of 1-(2-chloro-5-methylphenoxy)-3-[1,1-dimethyl-2-(3-isopropylidenehydrazino-6-pyridazinyloxy)ethylamino]-2-propanol as a pale yellow oil.

Provenance & Evidence