Acetonitrile → 2,4-Bis-trifluoromethyl-thiazole-5-carboxylic acid ethyl ester

温度

34 °C

To a 3L 4-neck RBF equipped with a mechanical stirrer, reflux condenser, thermometer and addition funnel was charged 358 g of ethyl chlorotrifluoroacetoacetate (1.64 moles), 2,2,2-trifluorothioacetamide and 1000 mL of acetonitrile. To this mixture was added 331.9 g of triethylamine (2.0 eq, 3.28 moles) dropwise over 2.5 hours. During the addition the temperature was maintained at 30-38° C. and upon completion of the addition the reaction was heated to reflux for 2 hours and stirred overnight at room temperature. The reaction mixture was filtered and the resulting filtrate was concentrated by rotary evaporation to provide an oily solid which was dissolved in 1500 mL of ethyl acetate. This was washed with 2×500 mL of water, 1×500 mL of brine and concentrated by rotary evaporation to yield 356.6 g of ethyl 2,4-bis-trifluoromethyl-5-thiazole carboxylate which was purified by distillation.

1. temperaturereflux condenser
2. additionthermometer and addition funnel
3. additionDuring the addition the temperature
4. temperaturewas heated
5. temperatureto reflux for 2 hours
6. filtrationThe reaction mixture was filtered
7. concentrationthe resulting filtrate was concentrated by rotary evaporation
8. customto provide an oily solid which
9. washThis was washed with 2×500 mL of water, 1×500 mL of brine
10. concentrationconcentrated by rotary evaporation

ORDレコード

ord-1a5128e9e4fe43f4a4d92710d8aaae5d

出典データセット

uspto-grants-2002_04

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06372769B1