Ethyl 4-bromoacetoacetate → Ethyl 2-hydroxy-4-methyl-1,3-thiazole-5-carboxylate

HRID 1604974

Reaktionsgleichung

Reaktionsgleichung von HRID 1604974
[C:1](=[S:6])([O:3]CC)[NH2:2].Br[CH2:8][C:9]([CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])=O>O1CCOCC1>[CH2:15]([O:14][C:12]([C:11]1[S:6][C:1](=[O:3])[NH:2][C:9]=1[CH3:8])=[O:13])[CH3:16]

Komponenten

4

Edukt 2

HCID 575284Ethyl 4-bromoacetoacetateHCID 3032339O-Ethyl carbamothioate

Produkt 1

HCID 11074139Ethyl 2-hydroxy-4-methyl-1,3-thiazole-5-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

84 g of ethyl thiocarbamate were added to 500 ml of dioxane and then 168 g of ethyl α-bromoacetylacetate was added thereto dropwise. The mixture was refluxed for 4 hours and the solvent was then evaporated under reduced pressure. The solid residue was crystallized from benzene to obtain 72g of 5-ethoxycarbonyl-4-methyl-4-thiazoline-2-one in the form of white crystals melting at 172°C.

Aufarbeitung

  1. temperatureThe mixture was refluxed for 4 hours
  2. customthe solvent was then evaporated under reduced pressure
  3. customThe solid residue was crystallized from benzene

Quellen und Nachweise

ORD-Eintrag
ord-433c6b7e907c4911adef0272e96d1a59
Quelldatensatz
uspto-grants-1976_04
Patentnummer
US03948925

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