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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 979118Generated: October 26, 2026

N,N-dimethyl-p-phenylenediamine → ethyl 1,6-dihydro-2-[4-(N,N-dimethylamino)anilino]-6-oxo-5-pyrimidinecarboxylate

https://huagongshe.com/reaction/979118

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N-dimethyl-p-phenylenediamineHCID 7472—
ReactantEthyl 4-hydroxy-2-(methylsulfanyl)-5-pyrimidinecarboxylateHCID 239049—
SolventEthanolHCID 702—
Productethyl 1,6-dihydro-2-[4-(N,N-dimethylamino)anilino]-6-oxo-5-pyrimidinecarboxylateHCID 1356280955.6%

Reaction Steps

Ethyl 1,6-dihydro-2-methylthio-6-oxo-5-pyrimidinecarboxylate (20 g) and 4-(N,N-dimethylamino)aniline (19 g) are added to ethanol (200 ml), and the mixture is refluxed with stirring for 19 hours. After cooling, the precipitate is collected by filtration and recrystallized from a mixture of DMF and water to give ethyl 1,6-dihydro-2-[4-(N,N-dimethylamino)anilino]-6-oxo-5-pyrimidinecarboxylate (15.7 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04666915
Source datasetuspto-grants-1987_05
ORD IDord-5ed1779484844f8692349d45d4d0f999
Source noteuspto-grants-1987_05