Hydrochloric Acid → HCID 21546851, compound

HRID 1605545Notes

Reaction equation

HRID 1605545 reaction equation
[CH2:1]([NH:8][C:9]1[CH:10]=[C:11]([CH:15]=[C:16]([S:24](Cl)(=[O:26])=[O:25])[C:17]=1[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:12]([OH:14])=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[OH-].[NH4+:30]>>[CH2:1]([NH:8][C:9]1[CH:10]=[C:11]([CH:15]=[C:16]([S:24](=[O:26])(=[O:25])[NH2:30])[C:17]=1[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:12]([OH:14])=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14923Ammonium HydroxideHCID 21546866HCID 21546866, compound

Product 1

HCID 21546851HCID 21546851, compound

Procedure

3-Benzylamino-5-chlorosulfonyl-4-phenylbenzoic acid (1.0 g) is in portions added to conc. ammonium hydroxide (10 ml) while stirring at 10°-12° C. After additional stirring at room temperature for about 18 hours, the resulting solution is dropwise added to an excess of icecold 4 N hydrochloric acid. The resulting precipitate is collected by filtration, washed with water and dried. After recrystallization from aqueous ethanol, 3-benzylamino-4-phenyl-5-sulfamylbenzoic acid is obtained with a melting point of 221°-222° C.

Workup

  1. stirringAfter additional stirring at room temperature for about 18 hours
  2. filtrationThe resulting precipitate is collected by filtration
  3. washwashed with water
  4. customdried
  5. customAfter recrystallization from aqueous ethanol

Sources & evidence

ORD record
ord-b10c56a25f4744ae9a63c6555c207773
Source dataset
uspto-grants-1976_04
Patent number
US03950380

Reaction notes

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