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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1383342Generated: November 2, 2026

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

https://huagongshe.com/reaction/1383342

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

A solution of 5.0 g of 5-chloro-6-chloromethyluracil, 6.14 g of 2-iminopyrrolidine and 5.24 g of sodium ethoxide in N,N-dimethylformamide (50 ml) was stirred at room temperature for 14 hours. A crystallized matter was collected by filtration and then suspended in 30 ml of water. After the suspension was neutralized with acetic acid and then washed, an insoluble matter was collected by filtration and then dissolved in 60 ml of 1 N hydrochloric acid. Activated carbon was added to the resultant solution, followed by filtration. The filtrate was concentrated under reduced pressure, and the residue so obtained was washed with ethanol and collected by filtration, whereby 2.68 g of the title compound were obtained (yield: 38%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06255314B1
Source datasetuspto-grants-2001_07
ORD IDord-b913602ec2df466d9c8f169a2370dbed
Source noteuspto-grants-2001_07