4-Anilino-3-nitrobenzoic acid → 3-Amino-4-phenylamino-benzoic acid

HRID 2111781Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2111781
[NH:1]([C:8]1[CH:16]=[CH:15][C:11]([C:12]([OH:14])=[O:13])=[CH:10][C:9]=1[N+:17]([O-])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C1COCC1.[Pd]>[NH2:17][C:9]1[CH:10]=[C:11]([CH:15]=[CH:16][C:8]=1[NH:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[C:12]([OH:14])=[O:13]

Komponenten

4

Edukt 1

HCID 38243664-Anilino-3-nitrobenzoic acid

Produkt 1

HCID 7738213-Amino-4-phenylamino-benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of the 4-anilino-3-nitrobenzoic acid (20.1 mmol) in THF (100 mL) was charged with 10% Pd/C (500 mg) and the reaction flask evacuated and subsequently charged with H2 (g) three times. The mixture was stirred vigorously for 12 h after which time it was filtered through diatomaceous earth and the filtrate concentrated in vacuo to give the desired 3-amino-4-anilinobenzoic acid: e.g. 3-amino-4-[(3-hydroxyphenyl)amino]benzoic acid.

Aufarbeitung

  1. customthe reaction flask evacuated
  2. additionsubsequently charged with H2 (g) three times
  3. filtrationwas filtered through diatomaceous earth
  4. concentrationthe filtrate concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-f806f6a675f146c3a86eceb0a16edf7b
Quelldatensatz
uspto-grants-2009_04
Patentnummer
US07521448B2

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