Ethyl 2-chloroacetoacetate → Ethyl 2-(4-methoxyphenyl)-4-methyl-1,3-thiazole-5-carboxylate

HRID 250227

Reaktionsgleichung

Reaktionsgleichung von HRID 250227
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([NH2:9])=[S:8])=[CH:5][CH:4]=1.[CH2:12]([O:14][C:15](=[O:21])[CH:16](Cl)[C:17](=O)[CH3:18])[CH3:13]>C(O)C>[CH2:12]([O:14][C:15]([C:16]1[S:8][C:7]([C:6]2[CH:10]=[CH:11][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)=[N:9][C:17]=1[CH3:18])=[O:21])[CH3:13]

Komponenten

4

Edukt 2

HCID 11858Ethyl 2-chloroacetoacetateHCID 7368274-Methoxybenzenecarbothioamide

Produkt 1

HCID 7540952Ethyl 2-(4-methoxyphenyl)-4-methyl-1,3-thiazole-5-carboxylateAusbeute 70 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 4-methoxy-thiobenzamide (5 g, 30 mmol) and 2-chloro-3-oxo-butyric acid ethyl ester (4.6 mL, 33 mmol) in ethanol is stirred under reflux overnight. The reaction is concentrated and the residue is triturated with ether to give 2-(4-methoxy-phenyl)-4-methyl-thiazole-5-carboxylic acid ethyl ester as a yellow solid (5.8 g, 70%).

Aufarbeitung

  1. temperatureunder reflux overnight
  2. concentrationThe reaction is concentrated
  3. customthe residue is triturated with ether

Quellen und Nachweise

ORD-Eintrag
ord-52b799f2f8dc4d419eeec1572b8acacd
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07863302B2

Verknüpfte Notizen

Wird geladen…