p-Toluenesulfonic acid → Eltenac

HRID 1680163Notes

Reaction equation

HRID 1680163 reaction equation
C([O:5][C:6](=[O:22])[CH2:7][C:8]1[C:12]([NH:13][C:14]2[C:19]([Cl:20])=[CH:18][CH:17]=[CH:16][C:15]=2[Cl:21])=[CH:11][S:10][CH:9]=1)(C)(C)C.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[Cl:21][C:15]1[CH:16]=[CH:17][CH:18]=[C:19]([Cl:20])[C:14]=1[NH:13][C:12]1[C:8]([CH2:7][C:6]([OH:22])=[O:5])=[CH:9][S:10][CH:11]=1

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 70573760HCID 70573760, compound

Product 1

HCID 51717Eltenac

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

357 mg (1 mmole) of 4-(2,6-dichloroanilino)-3-thiophenacetic acid tert.-butyl ester are heated to the boil with 10 mg of p-toluenesulfonic acid in toluene for 2 hours. The reaction solution is washed with water, dried and concentrated to give 4-(2,6-dichloroanilino)-3-thiophenacetic acid (m. 179° to 180°).

Workup

  1. washThe reaction solution is washed with water
  2. customdried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-4c2d593767e94b969a86ec101f64e595
Source dataset
uspto-grants-1981_06
Patent number
US04272507

Reaction notes

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