Ammonia → HCID 21520077, compound

HRID 1282789Notes

Reaction equation

HRID 1282789 reaction equation
[CH2:1]([S:4][C:5]1[CH:6]=[C:7]([CH:11]=[C:12]([S:21](Cl)(=[O:23])=[O:22])[C:13]=1[O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:8]([OH:10])=[O:9])[CH:2]=[CH2:3].[NH3:25]>>[CH2:1]([S:4][C:5]1[CH:6]=[C:7]([CH:11]=[C:12]([S:21](=[O:23])(=[O:22])[NH2:25])[C:13]=1[O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:8]([OH:10])=[O:9])[CH:2]=[CH2:3]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 21520075HCID 21520075, compound

Product 1

HCID 21520077HCID 21520077, compound

Procedure

3-Allylthio-5-chlorosulfonyl-4-phenoxybenzoic acid (1 g) is dissolved in cooled concentrated aqueous ammonia (20 ml) while stirring. After 1 hour the reaction mixture is heated on a steam bath for 5 minutes, cooled, and 3-allylthio-4-phenoxy-5-sulfamylbenzoic acid precipitated by addition of 4 N hydrochloric acid. After collection by filtration, recrystallisation from aqueous ethanol, and drying, the compound is obtained with a melting point of 218°-219°C.

Workup

  1. temperatureAfter 1 hour the reaction mixture is heated on a steam bath for 5 minutes
  2. temperaturecooled
  3. custom3-allylthio-4-phenoxy-5-sulfamylbenzoic acid precipitated by addition of 4 N hydrochloric acid
  4. customAfter collection
  5. filtrationby filtration, recrystallisation from aqueous ethanol
  6. customdrying
  7. customthe compound is obtained with a melting point of 218°-219°C.

Sources & evidence

ORD record
ord-f122a5c75e294f49a290b15a83ea4b24
Source dataset
uspto-grants-1976_08
Patent number
US03972886

Reaction notes

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