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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2093567Generated: October 30, 2026

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

https://huagongshe.com/reaction/2093567

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 numberUS08445507B2
Source datasetuspto-grants-2013_05
ORD IDord-eef9cd41ccd94ba293c500019a04e5e9
Source noteuspto-grants-2013_05