1-[2-(2-Methoxyethyl)phenoxy]-3-[1,1-dimethyl-2-(3-chloro-6-pyridazinyloxy)ethylamino]-2-propanol → Hydrazine hydrate (1:1)
Reaction equation
C[O:2]CCC1C=CC=CC=1OCC(O)C[NH:11][C:12]([CH3:23])([CH3:22])[CH2:13][O:14][C:15]1[N:20]=[N:19][C:18]([Cl:21])=[CH:17][CH:16]=1>C(O)C>[NH2:11][C:12]([CH3:23])([CH3:22])[CH2:13][O:14][C:15]1[N:20]=[N:19][C:18]([Cl:21])=[CH:17][CH:16]=1.[OH2:2].[NH2:19][NH2:20]Participants
Procedure
A mixture of 1.8 g of 1-[2-(2-methoxyethyl)phenoxy]-3-[1,1-dimethyl-2-(3-chloro-6-pyridazinyloxy)ethylamino]-2-propanol obtained in (a) above, 15 ml of hydrazine hydrate and 30 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. After evaporating the solvent, a solution of the oily residue in chloroform was washed successively with 5% sodium carbonate and an aqueous solution of sodium chloride and dried over magnesium sulfate. The solvent was evaporated and the crude product was purified by thin-layer chromatography [silica gel (Merck GF254); chloroform/methanol=9/1] to give 219 mg of 1-[2-(2-methoxyethyl)phenoxy]-3-[1,1-dimethyl-2-(3-isopropylidenehydrazino-6-pyridazinyloxy)ethylamino]-2-propanol as a pale yellow oil.
Sources & evidence
- ORD record
- ord-5c9bfdbe0cce439db8268eab76777b8e
- Source dataset
- uspto-grants-1986_07
- Patent number
- US04599333
Reaction notes
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