HCID 54419275, compound → HCID 21312155, compound

HRID 1111620Notes

Reaction equation

HRID 1111620 reaction equation
C[O:2][C:3](=[O:27])[C:4]1[CH:9]=[C:8]([S:10](=[O:14])(=[O:13])[NH:11][CH3:12])[C:7]([O:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[C:6]([N:22]2[CH2:26][CH2:25][CH2:24][CH2:23]2)[CH:5]=1>[OH-].[Na+]>[O:15]([C:7]1[C:8]([S:10](=[O:14])(=[O:13])[NH:11][CH3:12])=[CH:9][C:4]([C:3]([OH:27])=[O:2])=[CH:5][C:6]=1[N:22]1[CH2:26][CH2:25][CH2:24][CH2:23]1)[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Participants

3

Reactant 1

HCID 54419275HCID 54419275, compound

Product 1

HCID 21312155HCID 21312155, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

54 g of the methyl ester obtained according to (b) are suspended in 50 ml of 1 N NaOH and heated, while stirring, on the steam bath. When a clear solution has formed, the whole is allowed to cool and the free acid is precipitated with the aid of 1 N-HCl. The 4-phenoxy-3-(1-pyrrolidinyl)-5-methylsulphamoylbenzoic acid melting at 245°-248° C. with decomposition is obtained by recrystallisation from methanol/water.

Workup

  1. temperatureheated
  2. customWhen a clear solution has formed
  3. temperatureto cool
  4. customthe free acid is precipitated with the aid of 1 N-HCl

Sources & evidence

ORD record
ord-ea87dfbf300f461db34f9e911eb921d7
Source dataset
uspto-grants-1978_10
Patent number
US04118397

Reaction notes

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