2,6-Dimethylbenzoyl chloride → HCID 21472157, Verbindung

HRID 2294798Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2294798
[C:1]1([N:7]2[CH2:11][C:10](=[O:12])[NH:9][C:8]2=[O:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:14][C:15]1[CH:23]=[CH:22][CH:21]=[C:20]([CH3:24])[C:16]=1[C:17](Cl)=[O:18]>N1C=CC=CC=1>[CH3:14][C:15]1[CH:23]=[CH:22][CH:21]=[C:20]([CH3:24])[C:16]=1[C:17]([N:9]1[C:10](=[O:12])[CH2:11][N:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:8]1=[O:13])=[O:18]

Komponenten

4

Edukt 2

HCID 890962,6-Dimethylbenzoyl chlorideHCID 5705761-Phenylimidazolidine-2,4-dione

Produkt 1

HCID 21472157HCID 21472157, VerbindungAusbeute 6,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel2×

Versuchsvorschrift

In 30 ml of pyridine, were dissolved 1.1 g (6.25 mmol) of 1-phenyl-imidazolidin-2,4-dione and 1.12 g (6.65 mmol) of 2,6-dimethylbenzoyl chloride to conduct a reaction at 60° C. for 3 hours. After completion of the reaction, pyridine was distilled off under reduced pressure, and the resultant residue was subjected to extraction with ethyl acetate. The organic layer was washed with dilute hydrochloric acid and with saturated saline. The thus-washed organic layer was then dried over anhydrous magnesium sulfate, and the solvent was distilled off. The resultant residue was purified by column chromatography on silica gel (developing solvent: n-hexane/ ethyl acetate) and subjected to crystallization from n-hexane/ethyl acetate to obtain 122 mg (yield: 5.8%) of the title compound.

Aufarbeitung

  1. customa reaction at 60° C. for 3 hours
  2. distillationwas distilled off under reduced pressure
  3. extractionthe resultant residue was subjected to extraction with ethyl acetate
  4. washThe organic layer was washed with dilute hydrochloric acid and with saturated saline
  5. dry with materialThe thus-washed organic layer was then dried over anhydrous magnesium sulfate
  6. distillationthe solvent was distilled off
  7. customThe resultant residue was purified by column chromatography on silica gel (developing solvent: n-hexane/ ethyl acetate)
  8. customsubjected to crystallization from n-hexane/ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-9ba5dcc641b54c20b4998568fbfd69ad
Quelldatensatz
uspto-grants-1997_11
Patentnummer
US05691335

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