Ethyl 2-chloroacetoacetate → Ethyl 4-Methyl-2-(4-methylphenyl)thiazole-5-carboxylate

HRID 1918535

Reaktionsgleichung

Reaktionsgleichung von HRID 1918535
[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](=[S:8])[NH2:7])=[CH:4][CH:3]=1.Cl[CH:12]([C:18](=O)[CH3:19])[C:13]([O:15][CH2:16][CH3:17])=[O:14]>C(O)C>[CH3:19][C:18]1[N:7]=[C:6]([C:5]2[CH:9]=[CH:10][C:2]([CH3:1])=[CH:3][CH:4]=2)[S:8][C:12]=1[C:13]([O:15][CH2:16][CH3:17])=[O:14]

Komponenten

4

Edukt 2

HCID 11858Ethyl 2-chloroacetoacetateHCID 7372094-Methylbenzenecarbothioamide

Produkt 1

HCID 3776504Ethyl 4-Methyl-2-(4-methylphenyl)thiazole-5-carboxylateAusbeute 69 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

4-Methylbenzothioamide (0.312 g; 2.00 mmol) and ethyl 2-chloro-3-oxobutanoate (0.323 mL; 2.10 mmol) were dissolved in ethanol (3 mL). The mixture was irradiated in a microwave oven at 170° C. for 10 min. After evaporation, the residue was purified by flash chromatography on silica gel (eluent: 20 to 100% dichloromethane in heptane) to afford 0.359 g (69%) of ethyl 4-methyl-2-p-tolylthiazole-5-carboxylate as a solid.

Aufarbeitung

  1. customThe mixture was irradiated in a microwave oven at 170° C. for 10 min
  2. customAfter evaporation
  3. customthe residue was purified by flash chromatography on silica gel (eluent: 20 to 100% dichloromethane in heptane)

Quellen und Nachweise

ORD-Eintrag
ord-26a1a679887a4c9eb19d083282368e53
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08618138B2

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