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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1017500Generated: October 31, 2026

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

https://huagongshe.com/reaction/1017500

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
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

Sulfuryl chloride (120 ml) was added dropwise to a suspension of 6-chloromethyluracil (163 g) in acetic acid (500 ml) over 20 minutes at room temperature, and the mixture was stirred for an additional 3 hours at room temperature. The resultant solution was poured into iced water (500 ml), and then precipitated crystals were collected through filtration, to there by obtain 182.3 g of 5-chloro-6-chloromethyluracil (92% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06479500B1
Source datasetuspto-grants-2002_11
ORD IDord-61e4140b5be64e40835bc04847fcbbb0
Source noteuspto-grants-2002_11