Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2212868Generated: October 26, 2026

Hydrochloric Acid → 2-[2-(Methylsulfanyl)pyrimidin-4-yl]-1-phenylethan-1-one

https://huagongshe.com/reaction/2212868

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethyl BenzoateHCID 7150—
Reactant4-Methyl-2-(methylsulfanyl)pyrimidineHCID 821261—
ReactantPotassium tert-butoxideHCID 23665647—
SolventTetrahydrofuranHCID 8028—
Product2-[2-(Methylsulfanyl)pyrimidin-4-yl]-1-phenylethan-1-oneHCID 12985829—

Reaction Steps

A mixture of 4-methyl-2-methylthio-pyrimidine (30 g, 0.21 mol) and methyl benzoate (30 g, 0.21 mol) is added to a solution of potassium tert-butoxide (54 g, 0.48 mol) in tetrahydrofuran (350 ml) with cooling in such a way that the reaction temperature does not exceed +20° C. After stirring the mixture for additional 20 minutes the solution is poured onto crushed ice. The resulting solution is acidified with concentrated hydrochloric acid and extracted with ethyl acetate. Drying of the organic phase, filtering and evaporation of the solvent under reduced pressure gives the 2-(2-methylthio-pyrimidin-4-yl)-1-phenyl-ethanone in form of a mixture of tautomers.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07105517B2
Source datasetuspto-grants-2006_09
ORD IDord-acc419ad46d04b88b168267eb6664310
Source noteuspto-grants-2006_09