Hydroxyamine hydrochloride → 2-(3,4-Dimethoxyphenoxy)-N'-hydroxyacetoimidamide

HRID 710048Notes

Reaction equation

HRID 710048 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][C:12]=1[O:13][CH3:14])[O:6][CH2:7][C:8]#[N:9].Cl.[OH:16][NH2:17]>CO.O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][C:12]=1[O:13][CH3:14])[O:6][CH2:7][C:8](=[N:17][OH:16])[NH2:9]

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 189913533,4-Dimethoxyphenoxyacetonitrile

Product 1

HCID 867067612-(3,4-Dimethoxyphenoxy)-N'-hydroxyacetoimidamide

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Conditions

Temperature
100 °C

Procedure

To a solution of 2-(3,4-dimethoxyphenoxy)acetonitrile (3.8 g) in MeOH—H2O (1:1), hydroxyamine hydrochloride was added and the mixture was stirred at 100° C. for 3 hours. After distilling off the solvent under reduced pressure, the residue was recovered by filtration and washed with water and hexane to give a crude form of the titled compound (4.9 g).

Workup

  1. distillationAfter distilling off the solvent under reduced pressure
  2. filtrationthe residue was recovered by filtration
  3. washwashed with water and hexane

Sources & evidence

ORD record
ord-9ca000f3a7e144bdbd9b052e1308891e
Source dataset
uspto-grants-2015_11
Patent number
US09181229B2

Reaction notes

Loading…