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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1383337Generated: October 31, 2026

Sulfuryl chloride → 5-Chloro-6-(chloromethyl)-1,2,3,4-tetrahydropyrimidine-2,4-dione

https://huagongshe.com/reaction/1383337

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuryl chlorideHCID 24648—
Reactant6-(Chloromethyl)-2,4(1H,3H)-pyrimidinedioneHCID 73273—
SolventAcetic AcidHCID 176—
Product5-Chloro-6-(chloromethyl)-1,2,3,4-tetrahydropyrimidine-2,4-dioneHCID 417105692%

Reaction Steps

To a suspension of 6-chloromethyluracil (163 g) in acetic acid (500 ml), sulfuryl chloride (120 ml) was added dropwise at room temperature over 20 minutes, followed by stirring at the same temperature for 3 hours. The reaction mixture was poured into ice water (500 ml), and a crystallized matter was collected by filtration, whereby 182.3 g of the title compound were obtained (yield: 92%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06255314B1
Source datasetuspto-grants-2001_07
ORD IDord-ec2c496397a7421c9a8d7bc59d211889
Source noteuspto-grants-2001_07