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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1831225Generated: October 27, 2026

Triethylamine → Methyl-phenyl-carbamic Acid pyrimidin-2-yl Ester

https://huagongshe.com/reaction/1831225

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-methyl-3-(methyl-phenyl-carbamoyl)-3H-imidazol-1-ium iodideHCID 10947884—
ReactantHCID 178479648HCID 178479648—
SolventAcetonitrileHCID 6342—
ProductMethyl-phenyl-carbamic Acid pyrimidin-2-yl EsterHCID 6951891312%

Reaction Steps

A solution of 2-hydroxypyrimidine hydrochloride (0.40 g, 3.00 mmol), 1-methyl-3-(methyl-phenyl-carbamoyl)-3H-imidazol-1-ium iodide (1.03 g, 3.00 mmol) and triethylamine (0.83 ml, 6.00 mmol) in acetonitrile (15 ml) was stirred at room temperature overnight. The solvent was evaporated in vacuo and the residue was purified by flash column chromatography (SiO2, ethyl acetate) followed by crystallisation from ethyl acetate:heptane yielding the title compound (0.08 g, 12% yield) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07067517B2
Source datasetuspto-grants-2006_06
ORD IDord-90610637fddf451ebf9dae00a3263678
Source noteuspto-grants-2006_06