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

5synthesis methods

Product Name:ETHYL 4-METHYL-2-[3-(TRIFLUOROMETHYL)PHENYL]THIAZOLE-5-CARBOXYLAT
CAS Number:144061-14-3
Molecular formula:C14H12F3NO2S
Molecular Weight:315.31

53515-17-6
60 suppliers
$24.89/250mg

609-15-4 Synthesis

609-15-4
445 suppliers
$6.00/25g

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

144061-14-3
17 suppliers
$50.00/100mg

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

53515-17-6
60 suppliers
$24.89/250mg

638-07-3 Synthesis