Sodium Hydroxide → HCID 21505993, compound

HRID 1287808Notes

Reaction equation

HRID 1287808 reaction equation
[CH2:1]([NH:8][C:9]1[CH:10]=[C:11]([CH:17]=[C:18]([S:27](=[O:32])(=[O:31])[N:28]([CH3:30])[CH3:29])[C:19]=1[O:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:12]([O:14]CC)=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>>[CH2:1]([NH:8][C:9]1[CH:10]=[C:11]([CH:17]=[C:18]([S:27](=[O:32])(=[O:31])[N:28]([CH3:30])[CH3:29])[C:19]=1[O:20][C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)[C:12]([OH:14])=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Procedure

Ethyl 3-benzylamino-5 -dimethylsulphamyl-4-phenoxy-benzoate (1 g) was heated on a steam bath with 1N sodium hydroxide (15ml) for 6 hours. From the resulting solution, the 3-benzylamino-5-dimethylsulphamyl-4-phenoxy-benzoic acid was precipitated by addition of 4N hydrochloric acid until a pH of 2.5. After isolating and recrystallizing from aqueous ethanol, the compound was obtained with a melting point of 205°-206° C.

Workup

  1. customFrom the resulting solution, the 3-benzylamino-5-dimethylsulphamyl-4-phenoxy-benzoic acid was precipitated by addition of 4N hydrochloric acid until a pH of 2.5
  2. customAfter isolating
  3. customrecrystallizing from aqueous ethanol
  4. customthe compound was obtained with a melting point of 205°-206° C.

Sources & evidence

ORD record
ord-c0393524abc64391be98042fddb29ac3
Source dataset
uspto-grants-1976_10
Patent number
US03985777

Reaction notes

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