2-Hydroxybenzonitrile → HCID 4227476, compound

HRID 2059234Notes

Reaction equation

HRID 2059234 reaction equation
[OH:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]#[N:5].Cl.[NH2:11][OH:12].C[O-].[Na+]>CO>[OH:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[C:4](=[N:11][OH:12])[NH2:5]

Participants

5

Reactant 3

HCID 119072-HydroxybenzonitrileHCID 443297Hydroxyamine hydrochlorideHCID 10942334Sodium Methoxide

Product 1

HCID 4227476HCID 4227476, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-Hydroxybenzonitrile (10 grams), hydroxylamine HCl (7 g.) in 150 ml. methanol, and sodium methoxide (9.0 grams) were refluxed for about 18 hours. The reaction mixture was then filtered and the ethanol evaporated. Next water was added and the product extracted into ethyl acetate. Drying and evaporation of the solvent left an oily product which solidified upon standing. The identity of the final product was confirmed by NMR and IR analysis.

Workup

  1. filtrationThe reaction mixture was then filtered
  2. customthe ethanol evaporated
  3. additionNext water was added
  4. extractionthe product extracted into ethyl acetate
  5. customDrying
  6. customevaporation of the solvent
  7. waitleft an oily product which

Sources & evidence

ORD record
ord-18582634f3a04418a5f6dabb6deb9d85
Source dataset
uspto-grants-1982_03
Patent number
US04322429

Reaction notes

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