Methyl iodide → 5-(4-Methylbenzylidene)-3-(2,5-difluorophenyl)-1-methylimidazolidine-2,4-dione

HRID 1032474Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1032474
[CH3:1][C:2]1[CH:23]=[CH:22][C:5]([CH:6]=[C:7]2[NH:11][C:10](=[O:12])[N:9]([C:13]3[CH:18]=[C:17]([F:19])[CH:16]=[CH:15][C:14]=3[F:20])[C:8]2=[O:21])=[CH:4][CH:3]=1.[C:24](=O)([O-])[O-].[Cs+].[Cs+].CI>CN(C=O)C.O>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([CH:6]=[C:7]2[N:11]([CH3:24])[C:10](=[O:12])[N:9]([C:13]3[CH:18]=[C:17]([F:19])[CH:16]=[CH:15][C:14]=3[F:20])[C:8]2=[O:21])=[CH:22][CH:23]=1

Komponenten

6

Edukt 3

HCID 6328Methyl iodideHCID 10796Cesium carbonateHCID 54007378HCID 54007378, Verbindung

Produkt 1

HCID 537367675-(4-Methylbenzylidene)-3-(2,5-difluorophenyl)-1-methylimidazolidine-2,4-dioneAusbeute 186,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

The 5-(4-methylbenzylidene)-3-(2,5-difluorophenyl)-imidazolidine-2,4-dione (2.25 g, 7.16 mmol), cesium carbonate (1.22 g, 3.76 mmol) and methyl iodide (1.5 g, 3.76 mmol) were stirred together in DMF (20 mL) overnight. The solution was then diluted with water and extracted with ethyl acetate (3×). The combined extracts were washed with brine (saturated), dried (over MgSO4), filtered and concentrated to give 2.3 grams of 5-(4-methylbenzylidene)-3(2,5-difluorophenyl)-1-methylimidazolidine-2,4-dione, m.p. 136°-140° C. (compound 104 under Table B).

Aufarbeitung

  1. extractionextracted with ethyl acetate (3×)
  2. washThe combined extracts were washed with brine (saturated)
  3. dry with materialdried (over MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-dcab1a77d6b845f1b7b0cbc4920ae65d
Quelldatensatz
uspto-grants-1990_09
Patentnummer
US04958028

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