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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1835710Generated: November 2, 2026

Potassium Carbonate → 8-Bromo-7-ethoxymethyl-3-methylxanthine

https://huagongshe.com/reaction/1835710

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantChloromethyl ethyl etherHCID 18523—
Reactant8-bromo-3-methyl-3,7-dihydro-1H-purine-2,6-dioneHCID 1548797—
SolventDimethylformamideHCID 6228—
Product8-Bromo-7-ethoxymethyl-3-methylxanthineHCID 2249911670.4%

Reaction Steps

To a stirring suspension of 8-bromo-3-methylxanthine (7.06 g, 28.8 mmol) and potassium carbonate (3.98 g, 28.8 mmol) in DMF (150 ml) was added chloromethyl ethyl ether (2.72 g, 28.8 mmol). After stirring overnight at room temperature, the reaction mixture was poured into ice-cold water (650 ml). After stirring at 0-5° C. for 1 hour, the cloudy mixture was filtered, washed with water (3×15 ml) and dried under vacuum to provide 8-bromo-7-ethoxymethyl-3-methylxanthine (6.15 g, 70% yield) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06774130B2
Source datasetuspto-grants-2004_08
ORD IDord-5117df56936540ef83287c484f14fe3f
Source noteuspto-grants-2004_08