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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1181673Generated: October 25, 2026

Isobutyl iodide → 6-Chloro-1-isobutyl-3-methylpyrimidine-2,4(1H,3H)-dione

https://huagongshe.com/reaction/1181673

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsobutyl iodideHCID 10556—
ReactantPotassium CarbonateHCID 11430—
Reactant6-chloro-3-methylpyrimidine-2,4(1H,3H)-dioneHCID 96141—
SolventHydrochloric AcidHCID 313—
SolventDimethylformamideHCID 6228—
Product6-Chloro-1-isobutyl-3-methylpyrimidine-2,4(1H,3H)-dioneHCID 528256655.6%

Reaction Conditions

Temperature90 °C

Reaction Steps

3-Iodo-2-methylpropane (4.6 g) and potassium carbonate (8.62 g) were added to a solution of 6-Chloro-3-methylpyrimidine-2,4[1H,3H]-dione (2.0 g) in dimethylformamide (10 ml). The mixture was heated at 90° C. for 18 hours then cooled to room temperature. The solution was diluted with 5% aqueous HCl solution until solution becomes acidic and extracted twice with diethyl ether. The combined organic extracts were dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure. The residue was purified by column chromatography over silica eluting with hexanes: ethyl acetate (1:1) to give the subtitle compound (1.5 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07285558B2
Source datasetuspto-grants-2007_10
ORD IDord-4514b9862d8d4d7ba611934968b7743e
Source noteuspto-grants-2007_10