Potassium Hydroxide → HCID 23457195, compound

HRID 1680156Notes

Reaction equation

HRID 1680156 reaction equation
C[O:2][C:3]([C:5]1[S:6][CH:7]=[C:8]([CH3:19])[C:9]=1[NH:10][C:11]1[C:16]([Cl:17])=[CH:15][CH:14]=[CH:13][C:12]=1[Cl:18])=[O:4].[OH-].[K+]>CO>[Cl:18][C:12]1[CH:13]=[CH:14][CH:15]=[C:16]([Cl:17])[C:11]=1[NH:10][C:9]1[C:8]([CH3:19])=[CH:7][S:6][C:5]=1[C:3]([OH:4])=[O:2]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 57017185HCID 57017185, compound

Product 1

HCID 23457195HCID 23457195, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3.16 g (0.1 mole) of 3-(2,6-dichloroanilino)-4-methyl-2-thiophencarboxylic acid methyl ester are boiled in 300 ml of methanol and 100 ml of 6 N potassium hydroxide solution for six hours. Methanol is then distilled off, and the mixture is taken up in water and washed with toluene. The aqueous phase is acidified and extracted with ether. The organic phase is dried, clarified with bleaching earth (for example Tonsil®) and concentrated. Recrystallization of the residue from toluene gives 3-(2,6-dichloroanilino)-4-methyl-2-thiophencarboxylic acid (m. 157° to 158°).

Workup

  1. distillationMethanol is then distilled off
  2. washwashed with toluene
  3. extractionextracted with ether
  4. customThe organic phase is dried
  5. concentrationconcentrated
  6. customRecrystallization of the residue from toluene

Sources & evidence

ORD record
ord-c8ac0422a3e843e69aab54b00878fd24
Source dataset
uspto-grants-1981_06
Patent number
US04272507

Reaction notes

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