Potassium Carbonate → HCID 178513310, compound

HRID 230844Notes

Reaction equation

HRID 230844 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[C:5]#[N:6].Cl.[NH2:11][OH:12].C(=O)([O-])[O-].[K+].[K+]>C(O)C>[NH2:1][C:2]1[CH:3]=[C:4]([C:5](=[NH:6])[NH:11][OH:12])[CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 167023-AminobenzonitrileHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 178513310HCID 178513310, compoundYield 103.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a stirred solution of 3-aminobenzonitrile (4.0 g) (available from Aldrich) in ethanol (100 ml) was added hydroxylamine hydrochloride (4.7 g) and potassium carbonate (14.0 g) and the mixture heated under reflux for 22 h. After cooling to room temperature the mixture was filtered through ‘hyflo’ filter aid, the residue washed with ethanol, and the filtrates concentrated in vacuo to give the title compound as a viscous oil (5.3 g).

Workup

  1. temperaturethe mixture heated
  2. temperatureunder reflux for 22 h
  3. filtrationwas filtered through ‘hyflo’
  4. filtrationfilter aid
  5. washthe residue washed with ethanol
  6. concentrationthe filtrates concentrated in vacuo

Sources & evidence

ORD record
ord-dfd949172965491e8f77ef66e0a349b6
Source dataset
uspto-grants-2009_07
Patent number
US07566786B2

Reaction notes

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