Sodium Hydroxide → HCID 86746193, compound

HRID 465978Notes

Reaction equation

HRID 465978 reaction equation
[Cl:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[C:4]([Cl:9])[C:3]=1[N:10]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12](=[N:19][OH:20])[C:11]1=[O:21].[OH-:22].[Na+]>CO.O>[Cl:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[C:4]([Cl:9])[C:3]=1[NH:10][C:18]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[C:12](=[N:19][OH:20])[C:11]([OH:21])=[O:22]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 1784253951-(2,6-dichloro-3-methylphenyl)-3-hydroxyiminoindol-2-one

Product 1

HCID 86746193HCID 86746193, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of 1-(2,6-dichloro-3-methylphenyl)-1H-indole-2,3-dione-3-oxime (2.25 9) in 6 N NaOH (10 ml) and 4 ml MeOH is heated at 50° C. for two days without a reflux condenser. The resulting residue is taken up in water (50 ml) and filtered. It is neutralized with 1 N HCl with ice bath cooling. The precipitate is collected by filtration. The residue is air dried, dissolved in ether, and filtered. 2-[(2,6-Dichloro-3-methylphenylamino]-α-(hydroxylimino)-benzeneacetic acid (0.28 g, 50%) is precipitated from the ether solution by the addition of hexane, mp 152°-154° C. dec.

Workup

  1. filtrationfiltered
  2. customIt is neutralized with 1 N HCl with ice bath
  3. temperaturecooling
  4. filtrationThe precipitate is collected by filtration
  5. customdried
  6. dissolutiondissolved in ether
  7. filtrationfiltered
  8. custom2-[(2,6-Dichloro-3-methylphenylamino]-α-(hydroxylimino)-benzeneacetic acid (0.28 g, 50%) is precipitated from the ether solution by the addition of hexane, mp 152°-154° C. dec.

Sources & evidence

ORD record
ord-a6fad27cebcf4a6e8f794fb1f64f3726
Source dataset
uspto-grants-1992_10
Patent number
US05155110

Reaction notes

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