Sodium Carbonate → Ethanone, 1-(2-aminophenyl)-, oxime

HRID 580452Notes

Reaction equation

HRID 580452 reaction equation
[C:1]([C:4]1[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=1[NH2:6])(=O)[CH3:2].Cl.[NH2:12][OH:13].C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[C:1](=[N:12][OH:13])([C:4]1[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=1[NH2:6])[CH3:2]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 110862'-Aminoacetophenone2×HCID 443297Hydroxyamine hydrochloride

Product 1

HCID 2797858Ethanone, 1-(2-aminophenyl)-, oxime

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Acetylaniline, 33.8 gm, was added slowly to 300 ml of ethanol containing 18.3 gm of hydroxylamine hydrochloride and 27.7 gm sodium carbonate. After addition of the entire amount of 2-acetylaniline, the system was refluxed for 16 hours and then cooled to room temperature. After cooling, the ethanol was removed by stripping. Water was then added to the residue to give a precipitate. The precipitate was filtered and dried to give a pale yellow solid, m.p. 55°-60° C.

Workup

  1. temperaturethe system was refluxed for 16 hours
  2. temperatureAfter cooling
  3. customthe ethanol was removed by stripping
  4. additionWater was then added to the residue
  5. customto give a precipitate
  6. filtrationThe precipitate was filtered
  7. customdried
  8. customto give a pale yellow solid, m.p. 55°-60° C.

Sources & evidence

ORD record
ord-7936fbd2671a4dbeac68af9d367419b3
Source dataset
uspto-grants-1988_06
Patent number
US04753943

Reaction notes

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