Pyridine → 4-fluoro-N-{4-fluoro-3-nitrophenyl}benzenesulfonamide

HRID 15526

Reaktionsgleichung

Reaktionsgleichung von HRID 15526
N1C=CC=CC=1.[F:7][C:8]1[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][C:9]=1[N+:15]([O-:17])=[O:16].[F:18][C:19]1[CH:24]=[CH:23][C:22]([S:25](Cl)(=[O:27])=[O:26])=[CH:21][CH:20]=1>ClCCl>[F:18][C:19]1[CH:24]=[CH:23][C:22]([S:25]([NH:14][C:11]2[CH:12]=[CH:13][C:8]([F:7])=[C:9]([N+:15]([O-:17])=[O:16])[CH:10]=2)(=[O:27])=[O:26])=[CH:21][CH:20]=1

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 95884-Fluorobenzenesulfonyl chlorideHCID 677684-Fluoro-3-nitroaniline

Produkt 1

HCID 7989284-fluoro-N-{4-fluoro-3-nitrophenyl}benzenesulfonamideAusbeute 80,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Pyridine (500 uL, 6.19 mmol) was added to a solution of 4-fluoro-3-nitro-phenylamine (1 g, 6.41 mmol) and 4-fluoro-benzenesulfonyl chloride (1.2 g, 6.19 mmol) in dichloromethane (DCM) (20 mL) and the reaction was stirred at room temperature overnight. The reaction was then partitioned between water and DCM. The organic layer was washed several times with water and concentrated. Recrystalization from ethanol/water gave 1.57 g of the sub-title compound as tan crystals.

Aufarbeitung

  1. customThe reaction was then partitioned between water and DCM
  2. washThe organic layer was washed several times with water
  3. concentrationconcentrated
  4. customRecrystalization from ethanol/water

Quellen und Nachweise

ORD-Eintrag
ord-6f17df37e00a4352aac9ba84d1fdc378
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07732618B2

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