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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 372976Generated: October 29, 2026

Triethylamine → 7-Methylthio-2-(2-methoxyphenyl)-4-oxo-3,4-dihydropyrimido[4,5-d]pyrimidine

https://huagongshe.com/reaction/372976

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Chloro-2-(methylthio)pyrimidine-5-carboxylic acid ethyl esterHCID 80008—
Reactant2-Methoxy-benzamidineHCID 4321834—
SolventAcetonitrileHCID 6342—
Product7-Methylthio-2-(2-methoxyphenyl)-4-oxo-3,4-dihydropyrimido[4,5-d]pyrimidineHCID 135670766—

Reaction Conditions

Temperature2 °C

Reaction Steps

2-Methoxybenzamidine (from sodium, 0.15 g, in ethanol, 20 ml, and 2-methoxybenzamidine methanesulphonate, 1.70 g) was dissolved in acetonitrile (20 ml) and the resulting cooled (2° C.) solution was added to a cooled (2° C.) suspension of ethyl 4-chloro-2-methylthio-5-pyrimidine carboxylate (2.33 g) in acetonitrile (20 ml). Triethylamine (0.66 g) was added and the reaction mixture was stirred at 2° C. for one hour and at ambient temperature for 18 hours. Acetonitrile was removed under reduced pressure and water (25 ml) was added. The mixture was cooled and a white solid was collected, washed with water and recrystallised from ethanol to yield the title compound, 0.46 g, m.p. 229°-231° C. (dec.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05162316
Source datasetuspto-grants-1992_11
ORD IDord-b7f5b19725ec483b8291af3a9ae340bf
Source noteuspto-grants-1992_11