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ChemicalBook CAS DataBase List ETHYL 4-METHYL-2-[3-(TRIFLUOROMETHYL)PHENYL]THIAZOLE-5-CARBOXYLAT
144061-14-3

ETHYL 4-METHYL-2-[3-(TRIFLUOROMETHYL)PHENYL]THIAZOLE-5-CARBOXYLAT synthesis

5synthesis methods
-

Yield:144061-14-3 100%

Reaction Conditions:

in ethanol at 80;

Steps:

70a ethyl 4-methyl-2-[3-(trifluoromethyl)phenyl]-1,3-thiazole-5-carboxylate

ethyl 4-methyl-2-[3-(trifluoromethyl)phenyl]-1,3-thiazole-5-carboxylate To a solution (6 mL) of ethyl 2-chloroacetoacetate (220 mg, 1.3 mmol) in ethanol was added 3-trifluoromethylphenylthioamide (250 mg, 1.2 mmol), and the mixture was stirred at 80°C overnight. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The resulting crude title compound was purified by column chromatography (hexane - hexane/ethyl acetate=80/20) to give the title compound (380 mg, 100%) as a colorless solid. 1H NMR (300 MHz, CHLOROFORM-d) δppm 1.40 (3 H, t, J=7.2 Hz), 2.80 (3 H, s), 4.37 (2 H, q, J=7.2 Hz), 7.59 (1 H, t, J=7.8 Hz), 7.72 (1 H, d, J=7.7 Hz), 8.13 (1 H, d, J=7.9 Hz), 8.25 (1 H, s) LCMS (ESI+) M+H+: 316.

References:

EP2264017,2010,A1 Location in patent:Page/Page column 170

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