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 2.0 g of 1-[2-(2-methoxyethyl)phenoxy]-3-[1,1-dimethyl-2-(3-chloro-6-pyridazinyloxy)ethylamino]-2-propanol obtained in (a) above, 20 ml of hydrazine hydrate and 40 ml of ethanol was refluxed overnight. After removing the solvent under reduced pressure, a solution of the residue in chloroform was washed with water, dried over magnesium sulfate, and concentrated to dryness. To a solution of the residue in ethanol was added hydrogen chloride ether solution. The solvent was evaporated under reduced pressure. A solution of the crude product in 2 ml of ethanol was added dropwise to 20 ml of ether. The resulting precipitate was separated by decantation to give 1.0 g of 1-[2-(2-methoxyethyl)phenoxy]-3-[1,1-dimethyl-2-(3-hydrazino-6-pyridazinyloxy)ethylamino]-2-propanol hydrochloride having a melting point of 173.3° to 174.1° C.
Sources & evidence
- ORD record
- ord-f20cc2c9e7f245389544c42179236a4d
- Source dataset
- uspto-grants-1986_07
- Patent number
- US04599333
Reaction notes
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