Imidazole → 1-(4-Chlorophenyl)-1H-imidazole

HRID 1959997

Reaktionsgleichung

Reaktionsgleichung von HRID 1959997
[Cl:1][C:2]1[CH:7]=[CH:6][C:5](F)=[CH:4][CH:3]=1.[NH:9]1[CH:13]=[CH:12][N:11]=[CH:10]1.[H-].[Na+].O>CN(C)C=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:9]2[CH:13]=[CH:12][N:11]=[CH:10]2)=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 795ImidazoleHCID 962WaterHCID 9604Benzene, 1-chloro-4-fluoro-HCID 24758Sodium hydride

Produkt 1

HCID 1428591-(4-Chlorophenyl)-1H-imidazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
130 °C

Versuchsvorschrift

1-Chloro-4-fluorobenzene (16.3 g, 124 mmol) and imidazole (5.0 g, 73.4 mmol) are dissolved in N,N-dimethylformamide (30 ml) and admixed while stirring with sodium hydride (60% strength in mineral oil; 3.82 g, 95.4 mmol) and then heated at 130° C. for 5 hours. After cooling, the reaction mixture is slowly poured into water. The precipitate formed is subsequently filtered off, washed with petroleum ether and subsequently dried under reduced pressure. This gives 10.3 g of 1-(4-chlorophenyl)imidazole.

Aufarbeitung

  1. temperatureAfter cooling
  2. customThe precipitate formed
  3. filtrationis subsequently filtered off
  4. washwashed with petroleum ether
  5. customsubsequently dried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-bb0ef33ffcb1411ba48a5a8ec7efc970
Quelldatensatz
uspto-grants-2013_04
Patentnummer
US08410280B2

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