Pyridine → N-(4-fluoro-3-nitrophenyl)ethanesulfonamide

HRID 1987223

Reaktionsgleichung

Reaktionsgleichung von HRID 1987223
[CH2:1]([S:3](Cl)(=[O:5])=[O:4])[CH3:2].[F:7][C:8]1[CH:14]=[CH:13][C:11]([NH2:12])=[CH:10][C:9]=1[N+:15]([O-:17])=[O:16].N1C=CC=CC=1>CCOC(C)=O>[F:7][C:8]1[CH:14]=[CH:13][C:11]([NH:12][S:3]([CH2:1][CH3:2])(=[O:5])=[O:4])=[CH:10][C:9]=1[N+:15]([O-:17])=[O:16]

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 11667Ethanesulfonyl chlorideHCID 677684-Fluoro-3-nitroaniline

Produkt 1

HCID 3286362N-(4-fluoro-3-nitrophenyl)ethanesulfonamideAusbeute 98,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

EtSO2Cl (21.5 mL, 0.22 mol) was added drop wise to a mixture of 4-fluoro-3-nitroaniline (29.6 g, 0.19 mol) and pyridine (100 mL) at 0° C. The reaction mixture was allowed to warm to room temperature and stirred overnight. The reaction mixture was diluted with EtOAc (1 L). The resulting solution was washed with HCl 2N (4×200 mL), NaHCO3 saturated solution (4×200 mL) and water (4×200 mL). The organic phase was dried over anhydrous Na2SO4 and the solvent was removed to provide the title product as beige solid (46.3 g)

Aufarbeitung

  1. washThe resulting solution was washed with HCl 2N (4×200 mL), NaHCO3 saturated solution (4×200 mL) and water (4×200 mL)
  2. dry with materialThe organic phase was dried over anhydrous Na2SO4
  3. customthe solvent was removed

Quellen und Nachweise

ORD-Eintrag
ord-8f16dd7439374421867574e32deead18
Quelldatensatz
uspto-grants-2009_06
Patentnummer
US07550495B2

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