Isatin → HCID 178517103, compound

HRID 378701Notes

Reaction equation

HRID 378701 reaction equation
[NH:1]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:4](=O)[C:2]1=[O:3].Cl.[NH2:13][OH:14].C([O-])(=O)C.[Na+]>C(O)C.O>[OH:14][N:13]=[C:4]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[NH:1][C:2]1=[O:3]

Participants

6

Reactant 3

HCID 7054IsatinHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium Acetate

Product 1

HCID 178517103HCID 178517103, compoundYield 64%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a suspension of 73.6 g of isatin in 1.2 l of ethanol was added a solution of 64.1 g of hydroxylamine hydrochloride and 64.1 g of sodium acetate in 500 ml of water. The mixture was stirred at room temperature for 30 minutes and concentrated. The residue was washed with water and recrystallized from ethanol to give 51.8 g (64%) of 3-(hydroxyimino)indolin-2-one as yellow crystals.

Workup

  1. concentrationconcentrated
  2. washThe residue was washed with water
  3. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-b6645a2ddeb345c9b6812d5b668d2184
Source dataset
uspto-grants-2000_02
Patent number
US06031111

Reaction notes

Loading…