Acetic Anhydride → 5-[(2-Methoxyphenyl)methylene]-2-thioxo-4-imidazolidinone

HRID 247873Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 247873
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH:5]=O.[NH:11]1[CH2:17][C:15](=[O:16])[NH:14][C:12]1=[S:13].C([O-])(=O)C.[Na+].C(OC(=O)C)(=O)C>O.C(O)(=O)C>[CH3:1][O:2][C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH:5]=[C:17]1[NH:11][C:12](=[S:13])[NH:14][C:15]1=[O:16]

Komponenten

7

Edukt 4

HCID 7918Acetic AnhydrideHCID 86582-MethoxybenzaldehydeHCID 517045Sodium AcetateHCID 12740302-Thiohydantoin

Produkt 1

HCID 30046725-[(2-Methoxyphenyl)methylene]-2-thioxo-4-imidazolidinoneAusbeute 85,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 2-methoxybenzaldehyde (2.5 g, 18 mmoles), 2-thiohydantoin (2.0 g, 17 mmoles), sodium acetate (4.0 g, 49 mmoles), acetic anhydride (1/2 ml), and acetic acid (15 ml) is stirred under an inert atmosphere and heated to reflux. After 1 hour the mixture is stirred into water (300 ml), and the precipitate is filtered off, rinsed with water three times and dried. The product is triturated in boiling methanol, filtered off, and dried to afford the pure product (3.4 g), mp 234°-235° C.

Aufarbeitung

  1. temperatureheated to reflux
  2. filtrationthe precipitate is filtered off
  3. washrinsed with water three times
  4. customdried
  5. customThe product is triturated
  6. filtrationfiltered off
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-8b9237f1117c48a88cc8d77ebdb85c34
Quelldatensatz
uspto-grants-1993_05
Patentnummer
US05208250

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