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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1355384Generated: October 31, 2026

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

https://huagongshe.com/reaction/1355384

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 dimethylformamide (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 solid 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 numberUS06586429B2
Source datasetuspto-grants-2003_07
ORD IDord-5232c3972e904cca87f580866c95ccf8
Source noteuspto-grants-2003_07