Hydroxyamine hydrochloride → N'-Hydroxy-2-(4-methoxyphenoxy)acetimidamide
Reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:6]([O:7][CH2:8][C:9]#[N:10])=[CH:5][CH:4]=1.Cl.[NH2:14][OH:15].C([O-])(=O)C.[Na+]>CO>[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:6]([O:7][CH2:8][C:9](=[N:14][OH:15])[NH2:10])=[CH:5][CH:4]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of the (4-methoxyphenoxy)acetonitrile product (5.0 g, 31 mmol) from step 1, hydroxylamine hydrochloride (4.3 g, 62 mmol) and sodium acetate (5.1 g, 62 mmol) in MeOH (100 mL) was stirred at r.t. for 2 h. The resulting mixture was filtered on Celite®, concentrated, stirred in CHCl3 for 18 h and filtered. The resulting solution was concentrated to yield (4-methoxyphenoxy)acetamide oxime as a gum.
Workup
- filtrationThe resulting mixture was filtered on Celite®
- concentrationconcentrated
- stirringstirred in CHCl3 for 18 h
- filtrationfiltered
- concentrationThe resulting solution was concentrated
Sources & evidence
- ORD record
- ord-3bc2afdc863840a7a0ee065412c65aa4
- Source dataset
- uspto-grants-2002_06
- Patent number
- US06410563B1
Reaction notes
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