Potassium Hydroxide → 3-(2,6-Dichloroanilino)-2-thiophenacetic acid

HRID 1680162Notes

Reaction equation

HRID 1680162 reaction equation
C([O:3][C:4](=[O:20])[CH2:5][C:6]1[S:7][CH:8]=[CH:9][C:10]=1[NH:11][C:12]1[C:17]([Cl:18])=[CH:16][CH:15]=[CH:14][C:13]=1[Cl:19])C.[OH-].[K+]>C(O)C.O>[Cl:19][C:13]1[CH:14]=[CH:15][CH:16]=[C:17]([Cl:18])[C:12]=1[NH:11][C:10]1[CH:9]=[CH:8][S:7][C:6]=1[CH2:5][C:4]([OH:20])=[O:3]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 705726533-(2,6-Dichloroanilino)-2-thiophenacetic acid ethyl ester

Product 1

HCID 234571803-(2,6-Dichloroanilino)-2-thiophenacetic acid

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

330 mg (1 mmole) of 3-(2,6-dichloroanilino)-2-thiophenacetic acid ethyl ester are boiled with 1 g of potassium hydroxide in 5 ml of ethanol for one hour. The mixture is then diluted with 20 ml of water and extracted with 20 ml of methylene chloride. The aqueous solution is acidified, and the precipitate which has formed is filtered off and washed with 3 ml of diisopropyl ether. 3-(2,6-Dichloroanilino)-2-thiophenacetic acid (m. 164° to 168°) is obtained.

Workup

  1. extractionextracted with 20 ml of methylene chloride
  2. customthe precipitate which has formed
  3. filtrationis filtered off
  4. washwashed with 3 ml of diisopropyl ether

Sources & evidence

ORD record
ord-0a7073b873fa48bf91ef0bee947dc855
Source dataset
uspto-grants-1981_06
Patent number
US04272507

Reaction notes

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