Ethanol → HCID 1491568, Verbindung

HRID 544424

Reaktionsgleichung

Reaktionsgleichung von HRID 544424
Br[CH2:2][C:3](=O)[C:4]([O:6][CH2:7][CH:8]=C)=[O:5].[C:11]1([CH2:17][C:18]([NH2:20])=[S:19])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C(O)C>N1C=CC=CC=1>[CH2:17]([C:18]1[S:19][CH:2]=[C:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])[N:20]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Komponenten

5

Edukt 3

HCID 702EthanolHCID 7313682-PhenylethanethioamideHCID 13102617Allyl bromopyruvate

Produkt 1

HCID 1491568HCID 1491568, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

40 g of allyl bromopyruvate were progressively added to a mixture of 30.2 gof phenylthioacetamide, 120 ml of ethanol and 20 ml of pyridine and the mixture was refluxed for 16 hours. The mixture was evaporated to dryness under reduced pressure and the residue was added to a water-ether mixture.The mixture was stirred and the decanted aqueous phase was extracte with ether. The combined organic phases were evaporated to dryness and the residue was chromatographed over silica gel. Elution with a 7-3 hexane-ethyl acetate mixture yielded 22.5 g of ethyl 2-benzyl-thiazole-4-carboxylate melting at 78°-79° C.

Aufarbeitung

  1. temperaturethe mixture was refluxed for 16 hours
  2. customThe mixture was evaporated to dryness under reduced pressure
  3. additionthe residue was added to a water-ether mixture.The mixture
  4. customThe combined organic phases were evaporated to dryness
  5. customthe residue was chromatographed over silica gel
  6. washElution with a 7-3 hexane-ethyl acetate mixture

Quellen und Nachweise

ORD-Eintrag
ord-7945e9405fb0499ab04f566604a604d7
Quelldatensatz
uspto-grants-1984_05
Patentnummer
US04450169

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