Hydroxyamine hydrochloride → 5-(2,4-Dichlorophenyl)-2-furancarboxaldehyde Oxime

HRID 1156493

Reaction equation

HRID 1156493 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[O:13][C:12]([CH:14]=O)=[CH:11][CH:10]=1.C([O-])(=O)C.[Na+].Cl.[NH2:22][OH:23]>O>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[O:13][C:12]([CH:14]=[N:22][OH:23])=[CH:11][CH:10]=1

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 6749985-(2,4-Dichlorophenyl)-2-furaldehyde

Product 1

HCID 731647145-(2,4-Dichlorophenyl)-2-furancarboxaldehyde Oxime

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 5-(2,4-dichlorophenyl)-2-furancarboxaldehyde (635 g, 2.63 moles), anhydrous sodium acetate (432 g, 5.26 moles), hydroxylamine hydrochloride (366 g, 5.26 moles), SDA #30 (9184 ml) and water (918 ml), was refluxed for 51/3 hours and allowed to stand overnight. The mixture was added to ice/H2O (42 liters), stirred 1 hour and filtered. The grayish-tan solid was washed with water (10 liters), filtered and dried at 65° to 660 g (98%).

Workup

  1. temperaturewas refluxed for 51/3 hours
  2. filtrationfiltered
  3. washThe grayish-tan solid was washed with water (10 liters)
  4. filtrationfiltered
  5. customdried at 65° to 660 g (98%)

Sources & evidence

ORD record
ord-f31b852d434643aaa384fb2fff829726
Source dataset
uspto-grants-1982_06
Patent number
US04336199

Linked notes

Loading…