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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 81405Generated: October 25, 2026

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

https://huagongshe.com/reaction/81405

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsobutyl iodideHCID 10556—
ReactantPotassium CarbonateHCID 11430—
Reactant6-chloro-3-methylpyrimidine-2,4(1H,3H)-dioneHCID 96141—
SolventDimethylformamideHCID 6228—
Product6-Chloro-1-isobutyl-3-methylpyrimidine-2,4(1H,3H)-dioneHCID 528256652%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 6-chloro-3-methylpyrimidine-2,4(1H,3H)-dione (3 g, 18.8 mmol), isobutyl iodide (5 mL, 43.5 mmol) and potassium carbonate (5.3 g, 38.4 mmol) in anhydrous DMF (200 mL) is heated at 50° C. for 8 hours. Additional isobutyl iodide (4.3 mL, 37.5 mmol) is added, and the reaction mixture heated at 50° C. for 24 hours. After hot filtration, the filtrate is evaporated to dryness under reduced pressure. The obtained oil is further purified by silica-gel flash chromatography to give 2.1 g of pure product (Yield: 52%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846693B2
Source datasetuspto-grants-2014_09
ORD IDord-a010378496ce4d479c7bed4cc77af8c5
Source noteuspto-grants-2014_09