Hydroxyamine hydrochloride → HCID 86744460, compound

HRID 1461428Notes

Reaction equation

HRID 1461428 reaction equation
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[CH:17]=[CH:16][CH:15]=[CH:14][C:11]=1[CH:12]=O.Cl.[NH2:19][OH:20]>N1C=CC=CC=1>[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[CH:17]=[CH:16][CH:15]=[CH:14][C:11]=1[CH:12]=[N:19][OH:20]

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 15027376HCID 15027376, compound

Product 1

HCID 86744460HCID 86744460, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 2-[(2,3-dimethylphenyl)amino]benzaldehyde (11 g, 0.049 mol) and hydroxylamine hydrochloride (17 g, 0.25 mol) in pyridine (250 ml) is stirred at room temperature overnight. The solvent is evaporated and the residue is partitioned between ethyl acetate (200 ml) and 10% aqueous HCl (200 ml). The organic layer is washed with 10% aqueous HCl (200 ml) and water (2×100 ml). The organic layer is dried (MgSO4) and the solvent is evaporated to give 2-[(2,3-dimethylphenyl) amino]benzaldehyde oxime which is recrystallized from hexane. Yield 7.3 g (62%); mp 107°-108° C.

Workup

  1. customThe solvent is evaporated
  2. customthe residue is partitioned between ethyl acetate (200 ml) and 10% aqueous HCl (200 ml)
  3. washThe organic layer is washed with 10% aqueous HCl (200 ml) and water (2×100 ml)
  4. dry with materialThe organic layer is dried (MgSO4)
  5. customthe solvent is evaporated

Sources & evidence

ORD record
ord-a268f8f519ef464db6e6acca06f0bf16
Source dataset
uspto-grants-1991_12
Patent number
US05075330

Reaction notes

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