2',3'-Dimethyl-3-nitrobenzanilide → 3-amino-N-(2,3-dimethylphenyl)benzamide

HRID 1780804

Reaktionsgleichung

Reaktionsgleichung von HRID 1780804
[N+:1]([C:4]1[CH:5]=[C:6]([CH:18]=[CH:19][CH:20]=1)[C:7]([NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([CH3:16])[C:11]=1[CH3:17])=[O:8])([O-])=O.[H][H]>CO.O1CCCC1.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([CH:18]=[CH:19][CH:20]=1)[C:7]([NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([CH3:16])[C:11]=1[CH3:17])=[O:8]

Komponenten

6

Edukt 2

HCID 8165712',3'-Dimethyl-3-nitrobenzanilideHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 64565863-amino-N-(2,3-dimethylphenyl)benzamide

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 1 (1 g) in 70 mL methanol and 30 mL of tetrahydrofuran was added 10% Pd/C (0.2 g) under nitrogen atmosphere. Hydrogen was applied to the mixture at 60 psi for 16 h. The mixture was filtered and concentrated in vacuo to obtain the product. NMR (300 MHz, CDCl3) δ 7.71 (1H, s), 7.55 (1H, d, J=9 Hz), 7.23 (1H, t, J=9 Hz), 7.19 (1H, s), 7.14 (1H, t, J=9 Hz), 7.04 (1H, d, J=9 Hz), 6.82 (1H, d, J=9 Hz), 3.84 (2H, b), 2.32 (3H, s), 2.20 (2H, s).

Aufarbeitung

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated in vacuo
  3. customto obtain the product

Quellen und Nachweise

ORD-Eintrag
ord-cbf59ca0dd2742b38f7a171f2f89ecae
Quelldatensatz
uspto-grants-1997_05
Patentnummer
US05631280

Verknüpfte Notizen

Wird geladen…