Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 878214Generated: November 1, 2026

Hydrochloric Acid → HCID 70663362, compound

https://huagongshe.com/reaction/878214

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthyl AcetateHCID 8857—
ReactantSodium methanethiolateHCID 4378561—
Reactant2-Chloro-6-(trifluoromethyl)pyridine-4-carboxylic acidHCID 11218389—
SolventTetrahydrofuranHCID 8028—
ProductHCID 70663362HCID 7066336299.9%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a suspension of 2-chloro-6-(trifluoromethyl)isonicotinic acid (0.1 g, 443 μmol, prepared according to F. Cottet, M. Schlosser, Eur. J. Org. Chem. 2004, 18, 3793-3798) in THF (5 mL) was added sodium thiomethoxide (155 mg, 2.22 mmol, CAS RN 50615-16-2) and the reaction mixture was heated to 70° C. (oil bath temperature) for 15 hours. After cooling down to room temperature, EtOAc (5 mL) and 1M aqueous HCl (2 mL) were added and the reaction mixture was stirred at room temperature for 30 min. The layers were separated and the aqueous layer was extracted with EtOAc. The organic layers were washed with brine, dried over MgSO4, filtered and evaporated to give the desired compound as an off-white solid (0.105 g; 99%) which was used in the next step without further purification. MS (ESI): m/z=236.01 [M−H]−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987307B2
Source datasetuspto-grants-2015_03
ORD IDord-bc5e6b84f4ff4eb2b25a37d4c578c786
Source noteuspto-grants-2015_03