Potassium Carbonate → 2-(2-Fluorophenyl)-1-hydroxy-4-methyl-5-(3-pyridyl)imidazole

HRID 620839Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 620839
[OH:1][N:2]=[C:3]([C:7]1[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=1)[C:4]([CH3:6])=O.[F:13][C:14]1[CH:21]=[CH:20][CH:19]=[CH:18][C:15]=1[CH:16]=O.C([O-])(=O)C.[NH4+:26].C(=O)([O-])[O-].[K+].[K+]>C(O)(=O)C.O>[F:13][C:14]1[CH:21]=[CH:20][CH:19]=[CH:18][C:15]=1[C:16]1[N:2]([OH:1])[C:3]([C:7]2[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=2)=[C:4]([CH3:6])[N:26]=1

Komponenten

7

Edukt 4

HCID 11430Potassium CarbonateHCID 67970o-FluorobenzaldehydeHCID 517165Ammonium AcetateHCID 737518861-Hydroxyimino-1-(3-pyridyl)acetone

Produkt 1

HCID 103332812-(2-Fluorophenyl)-1-hydroxy-4-methyl-5-(3-pyridyl)imidazoleAusbeute 28 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution 1-hydroxyimino-1-(3-pyridyl)acetone (0.5 g) in acetic acid (10 ml) was added 2-fluorobenzaldehyde (0.76 g) and ammonium acetate (2.35 g), and refluxed for 30 minutes. Then, the solution was poured into water (75 ml), neutrallized with aqueous potassium carbonate, and extracted with ethyl acetate. The extract was dried over magnesium sulfate and concentrated, and the residue was triturated with diisopropyl ether to give 2-(2-fluorophenyl)-1-hydroxy-4-methyl-5-(3-pyridyl)imidazole (0.23 g).

Aufarbeitung

  1. temperaturerefluxed for 30 minutes
  2. extractionextracted with ethyl acetate
  3. dry with materialThe extract was dried over magnesium sulfate
  4. concentrationconcentrated
  5. customthe residue was triturated with diisopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-70513545ded44daea38c5ae6eea9060e
Quelldatensatz
uspto-grants-1989_04
Patentnummer
US04822805

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