Hydrochloric Acid → HCID 9862020, compound

HRID 603358Notes

Reaction equation

HRID 603358 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([Cl:9])[C:3]=1[N:10]1[C:18]2[C:13](=[CH:14][C:15]([CH3:19])=[CH:16][CH:17]=2)[CH2:12][C:11]1=[O:20].C([OH:23])C.[OH-].[Na+].Cl>O>[CH3:19][C:15]1[CH:16]=[CH:17][C:18]([NH:10][C:3]2[C:2]([Cl:1])=[CH:7][C:6]([CH3:8])=[CH:5][C:4]=2[Cl:9])=[C:13]([CH2:12][C:11]([OH:20])=[O:23])[CH:14]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 11738308HCID 11738308, compound

Product 1

HCID 9862020HCID 9862020, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
40 °C

Procedure

A mixture of 1.5 g of N-(2′,6′-dichloro-4′-methylphenyl)-5-methyloxindole, 18 ml of ethanol and 1 ml of water is heated to reflux. 1.9 g of a 30% sodium hydroxide solution is slowly added and reflux is continued for 4-5 h. The solution is cooled to about 40° C. and treated slowly with a solution of 1.5 g of concentrated hydrochloric acid in 12 ml of water up to a pH of 3-4. The obtained suspension is cooled to 20° C. The crystals are collected by filtration, washed with water and dried giving 5-Methyl-2-(2′,6′-dichloro-4′-methylanilino)phenylacetic acid.

Workup

  1. temperatureis heated to reflux
  2. temperaturereflux
  3. temperatureThe obtained suspension is cooled to 20° C
  4. filtrationThe crystals are collected by filtration
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-31224a56a9674e88bfa83997e17417e0
Source dataset
uspto-grants-2011_03
Patent number
US07906677B2

Reaction notes

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