Imidazole → 1-[2-(4-Methoxy-phenyl)-thiazol-4-ylmethyl]-imidazole

HRID 854685Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 854685
Cl[CH2:2][C:3]1[N:4]=[C:5]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][CH:9]=2)[S:6][CH:7]=1.[NH:16]1[CH:20]=[CH:19][N:18]=[CH:17]1.[I-].[K+].[OH-].[Na+]>CC(O)(CC)C>[CH3:15][O:14][C:11]1[CH:12]=[CH:13][C:8]([C:5]2[S:6][CH:7]=[C:3]([CH2:2][N:16]3[CH:20]=[CH:19][N:18]=[CH:17]3)[N:4]=2)=[CH:9][CH:10]=1

Komponenten

6

Edukt 4

HCID 795ImidazoleHCID 4875Potassium IodideHCID 14798Sodium HydroxideHCID 25176564-(Chloromethyl)-2-(4-methoxyphenyl)-1,3-thiazole

Produkt 1

HCID 694286851-[2-(4-Methoxy-phenyl)-thiazol-4-ylmethyl]-imidazoleAusbeute 91 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 64052-Methyl-2-butanolLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

A suspension of 2.40 g (10 mmol) 4-chloromethyl-2-(4-methoxy-phenyl)-thiazole, 1.02 g (15 mmol) imidazole, 0.17 g (1 mmol) potassium iodide and 0.60 g (15 mmol) sodium hydroxide in 25 ml 2-methyl-2-butanol was stirred at 120° C. for 5 h. After evaporation, the residue was quenched with water and extracted with ethyl acetate. The extract was dried and concentrated to yield 2.47 g (91%) 1-[2-(4-methoxy-phenyl)-thiazol-4-ylmethyl]-imidazole as beige crystals, melting at 89-90° C.

Aufarbeitung

  1. customAfter evaporation
  2. customthe residue was quenched with water
  3. extractionextracted with ethyl acetate
  4. customThe extract was dried
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-3512ce16fd244329b6c1bd5a845dec70
Quelldatensatz
uspto-grants-2007_08
Patentnummer
US07259262B2

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