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HRID 253204Erstellt: 24. Oktober 2026

4-(Trifluoromethyl)thiobenzamide → [5-Methyl-2-(4-trifluoromethyl-phenyl)-thiazol-4-yl]acetic acid ethyl ester

https://huagongshe.com/de/reaction/253204

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-(Trifluoromethyl)thiobenzamideHCID 2734823—
EduktEthyl 4-bromo-3-oxopentanoateHCID 12780443—
LösungsmittelEthanolHCID 702—
Produkt[5-Methyl-2-(4-trifluoromethyl-phenyl)-thiazol-4-yl]acetic acid ethyl esterHCID 5798674347,2%

Reaktionsbedingungen

Temperatur170 °C

Reaktionsschritte

To a solution of 4-trifluoromethyl-benzene-thioamide (1.845 g, 9 mmol) in ethanol (15 mL, 200 proof) add ethyl-4-bromo-3-oxo-pentanoate (2.07 g, 9 mmol). Seal this solution warm the solution to 170° C. in a Personal Chemistry™ microwave oven and stir at this temperature for 20 min. Cool the resulting solution to room temperature, concentrate under reduced pressure and purify the residue by flash chromatography (elute with 30% ethyl acetate/10% dichloromethane in heptane) and obtain the title compound as a white solid (1.4 g). MS (ESI) m/z 330 (M+H); H1 NMR (CDCl3) δ1.87 (bs, 1H), 2.49 (s, 3H), 4.86 (s, 2H), 7.67 (d, J=8 Hz, 2H), 8.02 (d, J=8 Hz, 2H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07872032B2
Quelldatensatzuspto-grants-2011_01
ORD IDord-b0bd6ebe0ead4b828c3e19bf2a6e5885
Quellennotizuspto-grants-2011_01