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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | 5-Chloro-6-(chloromethyl)-1,2,3,4-tetrahydropyrimidine-2,4-dione | HCID 4171056 | — |
| Reactant | HCID 178507686 | HCID 178507686 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-Chloro-6-(1-(2-iminopyrrolidinyl) methyl)uracil hydrochloride | HCID 9903778 | 74.9% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06479500B1 |
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| Source dataset | uspto-grants-2002_11 |
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| ORD ID | ord-244ee05fe5d64339b42ff3a29d704f61 |
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| Source note | uspto-grants-2002_11 |
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