Imidazole → 1-(2,4-dichlorophenyl)-2-(1H-imidazol-2-yl)ethanone

HRID 31752Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 31752
[Cl:1][C:2]1[CH:11]=[C:10]([Cl:12])[CH:9]=[CH:8][C:3]=1[C:4](=[O:7])[CH2:5]Cl.[NH:13]1[CH:17]=[CH:16][N:15]=[CH:14]1>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:11]=[C:10]([Cl:12])[CH:9]=[CH:8][C:3]=1[C:4](=[O:7])[CH2:5][C:14]1[NH:13][CH:17]=[CH:16][N:15]=1

Komponenten

4

Edukt 2

HCID 795ImidazoleHCID 202502,2',4'-Trichloroacetophenone

Produkt 1

HCID 221427181-(2,4-dichlorophenyl)-2-(1H-imidazol-2-yl)ethanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

2,4-Dichlorophenacyl chloride (1.42 g, 6.4 mmol) and imidazole (1.18 g, 16 mmol) were heated in toluene (40 ml) at 75° C. for 2.25 hours. The mixture was concentrated to dryness in vacuo. The residue was dissolved in dichloromethane and washed with 5% aqueous potassium carbonate solution and water, dried and concentrated in vacuo. The crude product was purified by passage over a pad of silica gel, eluting with 5% methanol in dichloromethane to give 1-(2,4-dichlorophenyl)-2-imidazolylethan-1-one as an orange oil.

Aufarbeitung

  1. concentrationThe mixture was concentrated to dryness in vacuo
  2. dissolutionThe residue was dissolved in dichloromethane
  3. washwashed with 5% aqueous potassium carbonate solution and water
  4. customdried
  5. concentrationconcentrated in vacuo
  6. customThe crude product was purified by passage over a pad of silica gel
  7. washeluting with 5% methanol in dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-30212f249b1f4db8a1d091a54a0a1b4a
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07425557B2

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