Hydroxyamine hydrochloride → 1190071-58-9

HRID 1021853Notes

Reaction equation

HRID 1021853 reaction equation
C1(C(=[N:14][C:15]2[N:16]=[CH:17][C:18]([N:21]3[CH2:26][CH2:25][N:24]([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH2:23][CH2:22]3)=[N:19][CH:20]=2)C2C=CC=CC=2)C=CC=CC=1.C([O-])(=O)C.[Na+].Cl.NO>CO>[NH2:14][C:15]1[N:16]=[CH:17][C:18]([N:21]2[CH2:22][CH2:23][N:24]([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH2:25][CH2:26]2)=[N:19][CH:20]=1

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 86684341HCID 86684341, compound

Product 1

HCID 498399651190071-58-9Yield 83.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 189c (2.5 g, 5.6 mmol) in methanol (25 mL) was added sodium acetate (0.56 g, 6.8 mmol) and hydroxylamine hydrochloride (0.7 g, 10 mmol). The reaction mixture was stirred for 0.5 h. It was then concentrated under reduced pressure and the residue was purified by column chromatography eluting with 15:1 dichloromethane/methanol to afford 189d (1.3 g, 71%). MS: [M+H]+ 280.3.

Workup

  1. concentrationIt was then concentrated under reduced pressure
  2. customthe residue was purified by column chromatography
  3. washeluting with 15:1 dichloromethane/methanol

Sources & evidence

ORD record
ord-d10f0ec310614e6098e31b16175b11be
Source dataset
uspto-grants-2014_05
Patent number
US08716274B2

Reaction notes

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