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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1461730Generated: November 2, 2026

Hydrochloric Acid → 5-Cyano-4-trifluoromethyl-pyrimidin-6-one

https://huagongshe.com/reaction/1461730

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthyl AcetateHCID 8857—
Reactant5-Bromo-6-(trifluoromethyl)pyrimidin-4-olHCID 135424600—
ReactantHCID 178418546HCID 178418546—
SolventAcetic AcidHCID 176—
SolventEthanolHCID 702—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
SolventQuinolineHCID 7047—
Product5-Cyano-4-trifluoromethyl-pyrimidin-6-oneHCID 136023071—

Reaction Steps

Copper(I)cyanide (80 mg) was added to a solution of 5-bromo-4-trifluoromethylpyrimidin-6-one (150 mg) in quinoline (5 ml). The reaction mixture was then heated to the reflux temperature for a period of 3 hours. After cooling to the ambient temperature, the reaction mixture was pured into dilute agueous acetic acid, and extracted into ethyl acetate. After drying, evaporation of the solvent under reduced pressure gave a brown oil, which was subjected to chromatography on silica gel plates using ethylacetate containing acetic acid and water (250:5:1 by volume) as eluent. The desired fraction was collected, and the brown solid thus isolated was identified as a phenolic salt. This material was dissolved in ethanol, and acidified with ethanolic hydrogen chloride. Evaporation of the solvent under reduced pressure gave a brown solid which was dissolved in diethyl ether and filtered. Evaporation of the solvent under reduced pressure gave 5-cyano-4-trifluoromethyl-pyrimidin-6-one as a brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05077297
Source datasetuspto-grants-1991_12
ORD IDord-aea4170ca2f94321afb2a87655d9f011
Source noteuspto-grants-1991_12