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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 586062Generated: October 26, 2026

Ammonium Hydroxide → 5-(Trifluoromethyl)pyridine-2-carbonitrile

https://huagongshe.com/reaction/586062

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium HydroxideHCID 14923—
Reactant2-Bromo-5-(trifluoromethyl)pyridineHCID 2736434—
ReactantHCID 178418546HCID 178418546—
SolventDimethyl SulfoxideHCID 679—
Product5-(Trifluoromethyl)pyridine-2-carbonitrileHCID 1535372—

Reaction Conditions

Temperature180 °C

Reaction Steps

Copper (I) cyanide (14.1 g) and 2-bromo-5-trifluoromethylpyridine (3.00 g, 13.3 mmol) in dry DMSO (70 mL) were combined and heated at 180° C. for 2 hours, cooled, and poured into NH4OH (3M). The mixture was then extracted with ethyl acetate (3×500 mL), washed with water (1×200 mL), dried (MgSO4), filtered and the filtrate concentrated under reduced pressure to provide the title compound. 1H NMR (DMSO, 300 MHz) δ 8.22 (m, 1H), 8.42 (m, 1H), 9.01 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06933311B2
Source datasetuspto-grants-2005_08
ORD IDord-a0d0e9a7aa5c432b974195bf7b4d3afb
Source noteuspto-grants-2005_08