2-Fluoroaniline → Ethyl 3-{[(2-fluorophenyl)amino]sulfonyl}benzoate

HRID 421751Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 421751
Cl[S:2]([C:5]1[CH:6]=[C:7]([CH:13]=[CH:14][CH:15]=1)[C:8]([O:10][CH2:11][CH3:12])=[O:9])(=[O:4])=[O:3].[F:16][C:17]1[CH:23]=[CH:22][CH:21]=[CH:20][C:18]=1[NH2:19]>CN(C)C(=O)C.C(OCC)(=O)C>[F:16][C:17]1[CH:23]=[CH:22][CH:21]=[CH:20][C:18]=1[NH:19][S:2]([C:5]1[CH:6]=[C:7]([CH:13]=[CH:14][CH:15]=1)[C:8]([O:10][CH2:11][CH3:12])=[O:9])(=[O:4])=[O:3]

Komponenten

5

Edukt 2

HCID 95842-FluoroanilineHCID 19790734Ethyl 3-(chlorosulfonyl)benzoate

Produkt 1

HCID 66676185Ethyl 3-{[(2-fluorophenyl)amino]sulfonyl}benzoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8857Ethyl AcetateLösungsmittelHCID 31374DimethylacetamideLösungsmittel

Versuchsvorschrift

To ethyl 3-(chlorosulfonyl)benzoate (1 g, 4.02 mmol) in N,N-dimethylacetamide (13.4 mL) was added 2-fluoroaniline (1.551 mL, 16.08 mmol) dropwise over 1 minute at room temperature. The mixture was stirred at room temperature for 1 hour and then diluted with ethyl acetate (35 mL). The organic solution was washed with 1 N HCl (2×13 mL) and saturated NaCl (13 mL). The organic layer was concentrated, ethanol (38 mL) was added to the reside, and the mixture was concentrated to give ethyl 3-{[(2-fluorophenyl)amino]sulfonyl}benzoate.

Aufarbeitung

  1. washThe organic solution was washed with 1 N HCl (2×13 mL) and saturated NaCl (13 mL)
  2. concentrationThe organic layer was concentrated
  3. additionethanol (38 mL) was added to the reside
  4. concentrationthe mixture was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-9dae5ca2e8b84641a6e989cadb2d5d39
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08101614B2

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