Chlorosuccinimide → 4-Bromo-2-chloro-3,5-difluoroaniline

HRID 1270729

Reaktionsgleichung

Reaktionsgleichung von HRID 1270729
[Br:1][C:2]1[C:8]([F:9])=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[F:10].C1C(=O)N([Cl:18])C(=O)C1>CN(C=O)C.CCOCC>[Br:1][C:2]1[C:8]([F:9])=[CH:7][C:5]([NH2:6])=[C:4]([Cl:18])[C:3]=1[F:10]

Komponenten

5

Edukt 2

HCID 31398ChlorosuccinimideHCID 27362604-Bromo-3,5-difluoroaniline

Produkt 1

HCID 184515214-Bromo-2-chloro-3,5-difluoroaniline

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

4-Bromo-3,5-difluoroaniline (10.5 g, 50.5 mmol) is dissolved in DMF (100 mL). NCS (28.6 g, 50.5 mmol) is added portionwise at room temperature. After 48 hours, the reaction is diluted with Et2O and washed with brine. The separated organic phase is dried (Na2SO4) and concentrated to give an oil. The residue is purified by column chromatography (EtOAc/hexanes) to give 4-bromo-2-chloro-3,5-difluoroaniline.

Aufarbeitung

  1. washwashed with brine
  2. dry with materialThe separated organic phase is dried (Na2SO4)
  3. concentrationconcentrated
  4. customto give an oil
  5. customThe residue is purified by column chromatography (EtOAc/hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-412f43e343fe4ce2a34aeef9f39f29dd
Quelldatensatz
uspto-grants-2007_04
Patentnummer
US07202364B2

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