3-Nitro-4-phenyl-5-sulfamylbenzoic acid → 3-Amino-4-phenyl-5-sulfamylbenzoic acid

HRID 1605575Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1605575
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[C:11]([S:19](=[O:22])(=[O:21])[NH2:20])[C:12]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:7]([OH:9])=[O:8])([O-])=O>C(O)(=O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([CH:10]=[C:11]([S:19](=[O:22])(=[O:21])[NH2:20])[C:12]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:7]([OH:9])=[O:8]

Komponenten

4

Edukt 1

HCID 215468433-Nitro-4-phenyl-5-sulfamylbenzoic acid

Produkt 1

HCID 215468413-Amino-4-phenyl-5-sulfamylbenzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 23938PalladiumLösungsmittel

Versuchsvorschrift

To a solution of 3-nitro-4-phenyl-5-sulfamylbenzoic acid (8.5 g) in acetic acid (100 ml), palladium (10%) on carbon (1.5 g) is added, and the mixture is hydrogenated. After 2-2.5 hours the theoretical amount of hydrogen has been absorbed, and the hydrogen uptake has subsided. The catalyst is removed by filtration, and the filtrate is evaporated in vacuo. The residue is recrystallized from acetic acid to give 3-amino-4-phenyl-5-sulfamylbenzoic acid with a melting point of 232.5°-237° C.

Aufarbeitung

  1. customAfter 2-2.5 hours the theoretical amount of hydrogen has been absorbed
  2. customThe catalyst is removed by filtration
  3. customthe filtrate is evaporated in vacuo
  4. customThe residue is recrystallized from acetic acid

Quellen und Nachweise

ORD-Eintrag
ord-8cf6a0da7ddb42d4960d7d943f93761f
Quelldatensatz
uspto-grants-1976_04
Patentnummer
US03950380

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