Triethylamine → HCID 53748986, Verbindung

HRID 1165690Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1165690
C([N:4]1[CH2:8][C:7](=[O:9])[N:6]([C:10]2[CH:15]=[C:14]([F:16])[CH:13]=[CH:12][C:11]=2[F:17])[C:5]1=[O:18])(=O)C.[F:19][C:20]1[CH:27]=[CH:26][CH:25]=[CH:24][C:21]=1[CH:22]=O.C(N(CC)CC)C>CN(C=O)C.O>[F:19][C:20]1[CH:27]=[CH:26][CH:25]=[CH:24][C:21]=1[CH:22]=[C:8]1[NH:4][C:5](=[O:18])[N:6]([C:10]2[CH:15]=[C:14]([F:16])[CH:13]=[CH:12][C:11]=2[F:17])[C:7]1=[O:9]

Komponenten

6

Edukt 3

HCID 8471TriethylamineHCID 67970o-FluorobenzaldehydeHCID 14879182HCID 14879182, Verbindung

Produkt 1

HCID 53748986HCID 53748986, VerbindungAusbeute 50,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

N-acetyl-3-(2,5-difluorophenyl)imidazolidine-2,4-dione (2.29 g, 8.65 mmol), 2-fluorobenzaldehyde (1.13 g, 9.1 mmol) and triethylamine (1.75 g, 17.3 mmol) were heated under reflux in DMF (15 mL) for 3 hours. The solution was cooled, diluted with water and extracted with ethyl acetate (3×). The combined extracts were washed with brine (saturated), dried (over MgSO4), filtered, concentrated, and purified by column chromatography to give 1.4 grams of 5-(2-fluorobenzylidene)-3-(2,5-difluorophenyl)imidazolidine-2,4-dione, m.p. 180°-183° C.

Aufarbeitung

  1. temperatureThe solution was cooled
  2. extractionextracted with ethyl acetate (3×)
  3. washThe combined extracts were washed with brine (saturated)
  4. dry with materialdried (over MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated
  7. custompurified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-0eb7a038709d4f8fb7438f9a956a91eb
Quelldatensatz
uspto-grants-1990_03
Patentnummer
US04911748

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