Benzamide → 3-Chlorobenzamide

HRID 374957

Reaktionsgleichung

Reaktionsgleichung von HRID 374957
[Cl:1]N1C(=O)CCC1=O.[C:9]([NH2:17])(=[O:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C(#N)C>[Cl:1][C:14]1[CH:13]=[CH:12][CH:11]=[C:10]([CH:15]=1)[C:9]([NH2:17])=[O:16]

Komponenten

4

Edukt 2

HCID 2331BenzamideHCID 31398Chlorosuccinimide

Produkt 1

HCID 692543-Chlorobenzamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

N-Chlorosuccinimide (2.4 parts) is added to a solution of the primary benzamide (from method D or E) in dry acetonitrile, and the mixture is refluxed for 1 hour. This is partitioned between ether and aqueous Na2S2O3 and the organic layer is washed with 10% NaOH followed with brine, dried (MgSO4), filtered through silica gel, and concentrated to give the crude 5-chlorobenzamide.

Aufarbeitung

  1. temperaturethe mixture is refluxed for 1 hour
  2. customThis is partitioned between ether and aqueous Na2S2O3
  3. washthe organic layer is washed with 10% NaOH
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered through silica gel
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-9043ac08a27d4dabaeae1b7719256ac6
Quelldatensatz
uspto-grants-1996_01
Patentnummer
US05482974

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