Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1398953Generated: November 2, 2026

Water → 3-Isothiocyanato-6-methoxy-2-(trifluoromethyl)pyridine

https://huagongshe.com/reaction/1398953

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantThiophosgeneHCID 10040—
Reactant6-Methoxy-2-(trifluoromethyl)pyridin-3-amineHCID 44754798—
SolventTetrahydrofuranHCID 8028—
SolventSodium BicarbonateHCID 516892—
Product3-Isothiocyanato-6-methoxy-2-(trifluoromethyl)pyridineHCID 8663292899.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 6-methoxy-2-(trifluoromethyl)pyridin-3-amine (6.99 g, 36.4 mmol) in tetrahydrofuran (60 mL) and saturated aqueous sodium hydrogen carbonate (60 mL) was added dropwise thiophosgene (2.8 mL, 36.5 mmol) at 0° C. The mixture was stirred at 0° C. for 0.5 hr. Water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, and concentrated in vacuo to give the title compound (8.49 g, 36.3 mmol, quant.) as a pale orange oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08901141B2
Source datasetuspto-grants-2014_12
ORD IDord-7aafcb3b2fbf4e5485a33c5241236e39
Source noteuspto-grants-2014_12