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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1280554Generated: October 29, 2026

Dimethyl Sulfoxide → 3-(2,6-dichlorophenyl)-7-methanesulfonyl-1-methyl-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one

https://huagongshe.com/reaction/1280554

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
Reactantm-Chloroperbenzoic acidHCID 70297—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 18425455HCID 18425455—
SolventDichloromethaneHCID 6344—
Product3-(2,6-dichlorophenyl)-7-methanesulfonyl-1-methyl-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-oneHCID 1842544492%

Reaction Steps

A solution of 3-(2,6-dichlorophenyl)-7-methylthio-1-methyl-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one (1.1) (5 g, 14.1 mmol) in 200 mL of dichloromethane was cooled in ice and treated with 3-chloroperbenzoic acid (10 g, 28.9 mmol). The mixture was stirred at room temperature for 17 hours, then treated with 2 mL of dimethyl sulfoxide and left to stand for 10 minutes. Saturated aqueous sodium bicarbonate solution (100 mL) was then added and the phases were separated. The organic phase was dried over magnesium sulfate and filtered. Concentration of the filtrate under reduced pressure gave 5 g (92%) of 3-(2,6-dichlorophenyl)-7-methanesulfonyl-1-methyl-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one (sulfone 1.2) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06451804B1
Source datasetuspto-grants-2002_09
ORD IDord-bd8b89d25a6a4bc3b6d8354cb9f1e122
Source noteuspto-grants-2002_09