2-Hydroxybenzonitrile → HCID 4227476, compound

HRID 1156536Notes

Reaction equation

HRID 1156536 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+]>C(O)C>[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 702EthanolSolvent

Procedure

2-Hydroxybenzonitrile (10 grams), hydroxylamine HCl in 150 ml. ethanol, 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 extracted into ethyl acetate. Drying and evaporation of the solvent left on 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. extractionextracted into ethyl acetate
  5. customDrying
  6. customevaporation of the solvent
  7. waitleft on oily product which

Sources & evidence

ORD record
ord-ee60487bd30c4379b718940644a085ef
Source dataset
uspto-grants-1982_06
Patent number
US04336264

Reaction notes

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