Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 621522Generated: October 31, 2026

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

https://huagongshe.com/reaction/621522

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant1-IodopropaneHCID 33643—
Reactant6-(3,4-dimethoxyphenyl)-3-methyl-2,4(1H,3H)-pyrimidinedioneHCID 13714258—
SolventDimethylformamideHCID 6228—
Product6-(3,4-dimethoxyphenyl)-3-methyl-2-propoxy-4(3H)-pyrimidinoneHCID 14096502—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 6-(3,4-dimethoxyphenyl)-3-methyl-2,4(1H,3H)-pyrimidinedione (3.0 g) in N,N-dimethylformamide (30 ml) was added sodium hydride (60% in oil, 0.5 g). The mixture was heated at 60° C. with stirring for 20 minutes and cooled to 0° C. To the mixture was added n-propyl iodide (15 ml) with stirring, which was continued at 0° C. for 2 hours and at ambient temperature for 3 hours. After addition of water, the reaction mixture was 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 diisopropyl ether and the resulting precipitates were collected by filtration to give 6-(3,4-dimethoxyphenyl)-3-methyl-2-propoxy-4(3H)-pyrimidinone (1.15 g) as by-product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04824851
Source datasetuspto-grants-1989_04
ORD IDord-ac837e03e8644da082535d7c0c2329f7
Source noteuspto-grants-1989_04