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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1017501Generated: October 30, 2026

Sodium ethoxide → 5-Chloro-6-(1-(2-iminopyrrolidinyl) methyl)uracil hydrochloride

https://huagongshe.com/reaction/1017501

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ethoxideHCID 2723922—
Reactant5-Chloro-6-(chloromethyl)-1,2,3,4-tetrahydropyrimidine-2,4-dioneHCID 4171056—
ReactantHCID 178507686HCID 178507686—
SolventDimethylformamideHCID 6228—
Product5-Chloro-6-(1-(2-iminopyrrolidinyl) methyl)uracil hydrochlorideHCID 990377874.9%

Reaction Steps

5-Chloro-6-chloromethyluracil (5.0 g), 2-iminopyrrolidine (6.14 g), and sodium ethoxide (5.24 g) were dissolved in N,N-dimethylformamide (50 ml) and the resultant solution was stirred for 14 hours at room temperature. Subsequently, precipitated crystals were collected through filtration, and the crystals were suspended in water (30 ml). The resultant suspension was neutralized with acetic acid and washed. Subsequently, insoluble matter was collected through filtration and was dissolved in 1N HCl (60 ml). Activated carbon was added to the resultant solution and the mixture was subjected to filtration. The filtrate was concentrated under reduced pressure, and the residue was washed with ethanol, followed by filtration, to thereby obtain 2.68 g of the title compound (38% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06479500B1
Source datasetuspto-grants-2002_11
ORD IDord-244ee05fe5d64339b42ff3a29d704f61
Source noteuspto-grants-2002_11