Ethanol → 4-Chloro-4'-methylsulfonylmethylbenzophenone-hydrazone

HRID 2093Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2093
[Cl:1][C:2]1[CH:20]=[CH:19][C:5]([C:6]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][S:15]([CH3:18])(=[O:17])=[O:16])=[CH:10][CH:9]=2)=O)=[CH:4][CH:3]=1.O.[NH2:22][NH2:23].C(O)C>C(O)(=O)C>[Cl:1][C:2]1[CH:20]=[CH:19][C:5]([C:6](=[N:22][NH2:23])[C:8]2[CH:13]=[CH:12][C:11]([CH2:14][S:15]([CH3:18])(=[O:17])=[O:16])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 702EthanolHCID 24654Hydrazine hydrate (1:1)HCID 187799134-Chloro-4'-methylsulfonylmethylbenzophenone

Produkt 1

HCID 867522794-Chloro-4'-methylsulfonylmethylbenzophenone-hydrazoneAusbeute 97 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

4-chloro-4'-methylsulfonylmethylbenzophenone (10.0 g) and hydrazine monohydrate (4.9 g) were added to ethanol (200 ml) and acetic acid (10 ml), and the mixture was stirred for 6 hours under reflux. The reaction mixture was concentrated, and the residue was extracted with ethyl acetate. The ethyl acetate layer was washed with water and then dried over anhydrous magnesium sulfate. Ethyl acetate was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=2:1) to obtain the desired product (10.0 g, melting point: 52° to 54° C., yield: 97%)

Aufarbeitung

  1. temperatureunder reflux
  2. concentrationThe reaction mixture was concentrated
  3. extractionthe residue was extracted with ethyl acetate
  4. washThe ethyl acetate layer was washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationEthyl acetate was distilled off under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=2:1)

Quellen und Nachweise

ORD-Eintrag
ord-4a998f07f4214c4e80efb60ca50f068e
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05728699

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