Hydroxylamine → HCID 178526331, compound

HRID 574697

Reaction equation

HRID 574697 reaction equation
[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH:10]=O)=[CH:9][C:4]=2[N:3]=[CH:2]1.[NH2:12][OH:13].O.O.O.C([O-])(=O)C.[Na+].C(OCC)(=O)C>CO>[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH:10]=[N:12][OH:13])=[CH:9][C:4]=2[N:3]=[CH:2]1

Participants

6

Reactant 4

HCID 787HydroxylamineHCID 8857Ethyl AcetateHCID 23665404Sodium Acetate TrihydrateHCID 178418743HCID 178418743, compound

Product 1

HCID 178526331HCID 178526331, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1H-benzo[d]imidazole-5-carbaldehyde (0.57 mmol, 1 eq.) was dissolved in 5 mL methanol, hydroxylamine (0.68 mmol, 1.2 eq.) and sodium acetate trihydrate (0.68 mmol, 1.2 eq.) were added. The mixture was stirred for 1 hour at ambient temperature. 20 mL Ethyl acetate was added and the organic layer was washed with 20 mL of brine. The organic layer was dried over magnesium sulfate, filtrated and the solvent was removed under reduced pressure. The product was purified by means of flash-chromatography using silica gel and a ethyl acetate/MeOH-gradient.

Workup

  1. washthe organic layer was washed with 20 mL of brine
  2. dry with materialThe organic layer was dried over magnesium sulfate
  3. filtrationfiltrated
  4. customthe solvent was removed under reduced pressure
  5. customThe product was purified by means of flash-chromatography

Sources & evidence

ORD record
ord-bde9e35a5f2449c097bc85ff4f41d369
Source dataset
uspto-grants-2015_05
Patent number
US09034907B2

Linked notes

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