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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 65143Generated: October 25, 2026

Ethanol → 6-(3,4-dimethoxyphenyl)-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione

https://huagongshe.com/reaction/65143

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantN,N'-DimethylureaHCID 7293—
ReactantEthyl 3,4-dimethoxybenzoylacetateHCID 2758465—
CatalystHydrochloric AcidHCID 313—
SolventWaterHCID 962—
Product6-(3,4-dimethoxyphenyl)-1,3-dimethyl-2,4(1H,3H)-pyrimidinedioneHCID 1409646569.4%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a mixture of ethyl veratroylacetate (10 g) and N,N'-dimethylurea (3.84 g) were added conc. hydrochloric acid (1 drop) and ethanol (1 ml). The mixture was heated at 120° C. for 3.5 hours under reduced pressure. To the residue was added another conc. hydrochloric acid (2 drops) and the mixture was heated again at 120° C. for 4 hours under reduced pressure. To the reaction mixture was added water and extracted with ethyl acetate. The extract was dried over magnesium sulfate and evaporated under reduced pressure. The residue was triturated with a mixture of isopropyl ether and ethyl acetate to give 6-(3,4-dimethoxyphenyl)-1,3-dimethyl-2,4(1H,3H)pyrimidinedione (7.60 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04612376
Source datasetuspto-grants-1986_09
ORD IDord-46819ab8a80f48119baf7d619bb8feff
Source noteuspto-grants-1986_09