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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 621523Generated: November 1, 2026

Water → 6-(3,4-dimethoxyphenyl)-2-ethoxy-3-methyl-4(3H)-pyrimidinone

https://huagongshe.com/reaction/621523

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantIodoethaneHCID 6340—
ReactantSodium hydrideHCID 24758—
Reactant6-(3,4-dimethoxyphenyl)-3-methyl-2,4(1H,3H)-pyrimidinedioneHCID 13714258—
SolventDimethylformamideHCID 6228—
Product6-(3,4-dimethoxyphenyl)-2-ethoxy-3-methyl-4(3H)-pyrimidinoneHCID 14096503—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 6-(3,4-dimethoxyphenyl)-3-methyl-2,4(1H,3H)-pyrimidinedione (1.0 g) in N,N-dimethylformamide (10 ml) was added sodium hydride (60% in oil, 0.17 g). The mixture was heated at 60° C. with stirring for 20 minutes and cooled to ambient temperature. To the mixture was added ethyl iodide (5 ml) with stirring, which was continued at ambient temperature for 3.5 hours. To the reaction mixture was added water, and extracted with ethyl acetate. The organic extract was washed with water, dried over magnesium sulfate and evaporated under reduced pressure. The residue was triturated with a mixture of ethyl acetate and diisopropyl ether and the resulting precipitates were collected by filtration to give 6-(3,4-dimethoxyphenyl)-2-ethoxy-3-methyl-4(3H)-pyrimidinone (0.18 g) as by-product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04824851
Source datasetuspto-grants-1989_04
ORD IDord-1f2d2e446e7d4318b122ccaa86d0e802
Source noteuspto-grants-1989_04