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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 880799Generated: October 30, 2026

Ethanol → Ethyl 4-(trifluoromethyl)thiazole-2-carboxylate

https://huagongshe.com/reaction/880799

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantThionyl ChlorideHCID 24386—
Reactant4-(Trifluoromethyl)thiazole-2-carboxylic acidHCID 18673010—
ProductEthyl 4-(trifluoromethyl)thiazole-2-carboxylateHCID 2356069796%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a stirred solution of 4-trifluoromethylthiazole-2-carboxylic acid (98 g, 1 eq.) in EtOH (600 mL) was added dropwise SOCl2 (36 mL, 1 eq.). The mixture was stirred at 40° C. for 8 hrs and then at room temperature for 16 hrs. The reaction mixture was concentrated under reduced pressure and the residue was redissolved in DCM. Organics were washed with saturated aqueous NaHCO3 solution, dried over Na2SO4, filtered, and concentrated under reduced pressure to yield compound 281 as a brown solid in 96% yield. 1H NMR (CDCl3, 400 MHz) δ 1.45 (t, J=7.14 Hz, 3H), 4.49-4.54 (q, J=7.10 Hz, 2H), 8.02 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08993595B2
Source datasetuspto-grants-2015_03
ORD IDord-caba1721a4354acf81b6beb1c323457b
Source noteuspto-grants-2015_03