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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1051128Generated: October 26, 2026

Water → 5-Isothiocyanato-3-(trifluoromethyl)pyridine-2-carbonitrile

https://huagongshe.com/reaction/1051128

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantThiophosgeneHCID 10040—
Reactant5-Amino-3-(trifluoromethyl)pyridine-2-carbonitrileHCID 13532246—
SolventChloroformHCID 6212—
Product5-Isothiocyanato-3-(trifluoromethyl)pyridine-2-carbonitrileHCID 25019980—

Reaction Conditions

Temperature22 °C

Reaction Steps

5-Amino-3-(trifluoromethyl)pyridine-2-carbonitrile 8 (1.141 g, 6.1 mmol) is mixed with chloroform (5 ml) and water (40 ml) to give a white suspension. Thiophosgene (0.701 ml, 9.15 mmol) is added and the reaction stirred for 2 hours at 22° C. to give a clear biphasic system. Chloroform (20 ml) is added and the phases are separated. The aqueous layer is extracted with chloroform (30 ml) and the combined organic is washed with saturated aqueous NaHCO3 and water, dried over MgSO4 and the solvent is removed under reduced pressure. The crude 5-isothiocyanato-3-(trifluoromethyl) pyridine-2-carbonitrile 9 is dried under vacuum and used as such in the next step, for example, in the step described in Example 8 below.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388159B2
Source datasetuspto-grants-2016_07
ORD IDord-1c1072cc0229430baaab9ad6bcd032ad
Source noteuspto-grants-2016_07