5-fluoro-N-methyl-2-nitroaniline → 5-Fluoro-N1-methylbenzene-1,2-diamine

HRID 1048937Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1048937
[F:1][C:2]1[CH:3]=[CH:4][C:5]([N+:10]([O-])=O)=[C:6]([CH:9]=1)[NH:7][CH3:8]>[Pd].CO>[F:1][C:2]1[CH:9]=[C:6]([NH:7][CH3:8])[C:5]([NH2:10])=[CH:4][CH:3]=1

Komponenten

4

Edukt 1

HCID 229057745-fluoro-N-methyl-2-nitroaniline

Produkt 1

HCID 184572835-Fluoro-N1-methylbenzene-1,2-diamine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To the title compound from Example 1 Step A (0.267 g, 1.57 mmol) were added palladium on carbon (0.027 g) and methanol (7.85 mL). The resulting mixture was stirred under an atmosphere of hydrogen at room temperature overnight. The mixture was then filtered through CELITE® using dichloromethane, and the filtrate was concentrated. Purification by flash chromatography (50% ethyl acetate in hexanes, then 100% ethyl acetate) provided the title compound: 1H NMR (500 MHz, CDCl3) δ 6.61 (dd, J=8.2, 5.6 Hz, 1 H), 6.36-6.30 (m, 2 H), 3.22 (br s, 3 H), 2.84 (s, 3 H).

Aufarbeitung

  1. filtrationThe mixture was then filtered through CELITE®
  2. concentrationthe filtrate was concentrated
  3. customPurification by flash chromatography (50% ethyl acetate in hexanes

Quellen und Nachweise

ORD-Eintrag
ord-33b884d3682748a2a1cef0f56413be90
Quelldatensatz
uspto-grants-2016_07
Patentnummer
US09382226B2

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