Hydrochloric Acid → Chloro(2-chloro(3-pyridyl))(hydroxyimino)methane

HRID 1823264Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1823264
[Cl:1][C:2]1[C:7]([CH:8]=[N:9][OH:10])=[CH:6][CH:5]=[CH:4][N:3]=1.[Cl:11]N1C(=O)CCC1=O.Cl>CN(C)C=O>[Cl:11][C:8]([C:7]1[C:2]([Cl:1])=[N:3][CH:4]=[CH:5][CH:6]=1)=[N:9][OH:10]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 31398ChlorosuccinimideHCID 27634542-Chloropyridine-3-carboxaldehyde oxime

Produkt 1

HCID 73867584Chloro(2-chloro(3-pyridyl))(hydroxyimino)methaneAusbeute 98,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Dissolve 2-chloropyridine-3-carboxaldehyde oxime (2.50 g, 0.016 mol) in N,N-dimethylformamide (20 mL). Add N-chlorosuccinimide (2.14 g, 0.016 mol) in small portions along with a small amount of gaseous hydrochloric acid. Stir for 3 hours. When TLC analysis indicates the reaction to be complete, pour into ice/water. Extract with diethyl ether and wash the combined extracts with water and dry over sodium sulfate. Concentrate the extracts to give 3.00 g (98%) of crude product as an off white solid. MS(FD): (M)+ 190.0, 192.0 m/z.

Aufarbeitung

  1. customthe reaction
  2. extractionExtract with diethyl ether
  3. washwash the combined extracts with water
  4. dry with materialdry over sodium sulfate
  5. concentrationConcentrate the extracts

Quellen und Nachweise

ORD-Eintrag
ord-d519a7a22f3f42468e15ecf6c09d32cb
Quelldatensatz
uspto-grants-2006_05
Patentnummer
US07037921B2

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