1-(2-Chloro-5-methylphenoxy)-3-[1,1-dimethyl-2-(3-chloro-6-pyridazinyloxy)ethylamino)-2-propanol → Hydrazine hydrate (1:1)
Reaction equation
ClC1C=CC(C)=CC=1[O:4]CC(O)C[NH:8][C:9]([CH3:20])([CH3:19])[CH2:10][O:11][C:12]1[N:17]=[N:16][C:15]([Cl:18])=[CH:14][CH:13]=1>C(O)C>[NH2:8][C:9]([CH3:20])([CH3:19])[CH2:10][O:11][C:12]1[N:17]=[N:16][C:15]([Cl:18])=[CH:14][CH:13]=1.[OH2:4].[NH2:16][NH2:17]Participants
Procedure
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.
Sources & evidence
- ORD record
- ord-856652269b074c58acb16e62b793a048
- Source dataset
- uspto-grants-1986_07
- Patent number
- US04599333
Reaction notes
Loading…