Water → 3-(o-Carboxyphenylthio)-4-hydroxybenzonitrile

HRID 868328Notes

Reaction equation

HRID 868328 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10][C:11]1[CH:12]=[C:13]([CH:16]=[CH:17][C:18]=1[OH:19])[CH:14]=O)([OH:3])=[O:2].Cl.[NH2:21]O.C([O-])=O.[Na+].O>C(O)=O>[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10][C:11]1[CH:12]=[C:13]([CH:16]=[CH:17][C:18]=1[OH:19])[C:14]#[N:21])([OH:3])=[O:2]

Participants

6

Reactant 4

HCID 962WaterHCID 443297Hydroxyamine hydrochlorideHCID 2723810Sodium FormateHCID 133386863-(o-Carboxyphenylthio)-4-hydroxybenzaldehyde

Product 1

HCID 133386873-(o-Carboxyphenylthio)-4-hydroxybenzonitrile

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

Reflux 91.3 g of the aldehyde of Step D, 27.4 g of hydroxylamine hydrochloride and 41.9 g of sodium formate in 900 ml of formic acid (98-100%) for 11/4 hours. Cool the mixture and pour into 21/2 liters of cold water. Separate the precipitate, wash with water and dry in vacuo at 75° C. (Yield: 82 g).

Workup

  1. temperatureCool the mixture
  2. customSeparate the precipitate
  3. washwash with water
  4. customdry in vacuo at 75° C. (Yield: 82 g)

Sources & evidence

ORD record
ord-5d1df5372b014e7fad802b4c0bce3069
Source dataset
uspto-grants-1988_10
Patent number
US04778897

Reaction notes

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