HCID 54313855, compound → HCID 21312168, compound

HRID 1111622Notes

Reaction equation

HRID 1111622 reaction equation
C[O:2][C:3](=[O:27])[C:4]1[CH:9]=[C:8]([S:10](=[O:13])(=[O:12])[NH2:11])[C:7]([O:14][C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=2)=[C:6]([N:22]2[CH2:26][CH2:25][CH2:24][CH2:23]2)[CH:5]=1>[OH-].[Na+]>[CH3:21][C:18]1[CH:17]=[CH:16][C:15]([O:14][C:7]2[C:8]([S:10](=[O:12])(=[O:13])[NH2:11])=[CH:9][C:4]([C:3]([OH:27])=[O:2])=[CH:5][C:6]=2[N:22]2[CH2:23][CH2:24][CH2:25][CH2:26]2)=[CH:20][CH:19]=1

Participants

3

Reactant 1

HCID 54313855HCID 54313855, compound

Product 1

HCID 21312168HCID 21312168, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

The methyl ester obtained according to (e) os suspended in 1 N NaOH and heated on the steam bath until a clear solution has formed. The whole is filtered and acidified to pH 3. The 4-(4'-methylphenoxy)-3-(1-pyrrolidinyl)-5-sulphamoylbenzoic acid that was precipitated is recrystallised from methanol; light yellow crystals melting at 230°-233° C. with decomposition.

Workup

  1. temperatureheated on the steam bath until a clear solution
  2. customhas formed
  3. filtrationThe whole is filtered
  4. customThe 4-(4'-methylphenoxy)-3-(1-pyrrolidinyl)-5-sulphamoylbenzoic acid that was precipitated
  5. customis recrystallised from methanol

Sources & evidence

ORD record
ord-c9eeb7b9913240d4839364a545412ca4
Source dataset
uspto-grants-1978_10
Patent number
US04118397

Reaction notes

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