Hydroxyamine hydrochloride → N-Hydroxy-2-(4-Methoxy-Phenoxy)-Acetamidine

HRID 2187905Notes

Reaction equation

HRID 2187905 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]=1

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 5794914-Methoxyphenoxyacetonitrile

Product 1

HCID 2745192N-Hydroxy-2-(4-Methoxy-Phenoxy)-Acetamidine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

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

  1. filtrationThe resulting mixture was filtered on Celite®
  2. concentrationconcentrated
  3. stirringstirred in CHCl3 for 18 h
  4. filtrationfiltered
  5. 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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