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

HRID 1680160Notes

Reaction equation

HRID 1680160 reaction equation
C([O:3][C:4](=[O:21])[C:5]([C:7]1[S:8][CH:9]=[CH:10][C:11]=1[NH:12][C:13]1[C:18]([Cl:19])=[CH:17][CH:16]=[CH:15][C:14]=1[Cl:20])=[O:6])C.[OH-].[K+]>C(O)C.O>[Cl:20][C:14]1[CH:15]=[CH:16][CH:17]=[C:18]([Cl:19])[C:13]=1[NH:12][C:11]1[CH:10]=[CH:9][S:8][C:7]=1[C:5](=[O:6])[C:4]([OH:21])=[O:3]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 705760593-(2,6-Dichloroanilino)-2-thiophenglyoxylic acid ethyl ester

Product 1

HCID 705740963-(2,6-Dichloroanilino)-2-thiophenglyoxylic acid

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

3.44 g (10 mmoles) of 3-(2,6-dichloroanilino)-2-thiophenglyoxylic acid ethyl ester are dissolved in 10 ml of ethanol with 1 g of potassium hydroxide until a homogeneous solution has formed--after 10 minutes. The solution is diluted with 50 ml of water, acidified and extracted with ethyl acetate; the organic phase is dried and concentrated. Recrystallization from cyclohexane with a little toluene yields 3-(2,6-dichloroanilino)-2-thiophenglyoxylic acid.

Workup

  1. customhas formed
  2. extractionextracted with ethyl acetate
  3. customthe organic phase is dried
  4. concentrationconcentrated
  5. customRecrystallization from cyclohexane with a little toluene

Sources & evidence

ORD record
ord-cb356ecbe0634fa5be2cbda61622c0e4
Source dataset
uspto-grants-1981_06
Patent number
US04272507

Reaction notes

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