Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyrimidine | HCID 9260 | — |
| Reactant | 2-Bromoethanol | HCID 10898 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 5-Fluoropyrimidin-2-one | HCID 101498 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 20494282 | HCID 20494282 | 50% |
Reaction Steps
5-Fluoropyrimid-2-one (0.008 mol) was dissolved in a solution of potassium hydroxide (0.008 mol) in absolute ethanol (100 ml) at 80° C. and ethylene bromohydrin (0.008 mol) added gradually with stirring. The alkylation was incomplete when the pH had become neutral. The reaction was further monitored by chromatography and equivalent amounts of potassium hydroxide and ethylene bromohydrin added until all the pyrimidine had been alkylated. The reaction mixture was then filtered and the filtrate evaporated to dryness before the residue was triturated with ether and extracted with warm acetone. Evaporation of the acetone solution left the title compound in 50% yield, m.p. 134°-136° C. after recrystallisation from ethanol; Found: C, 45.83; H, 4.42; Calc. for C6H7FN2O2 : C, 45.58; H, 4.46.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04395406 |
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| Source dataset | uspto-grants-1983_07 |
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| ORD ID | ord-dd52ad978929436b89845b0cb535645d |
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| Source note | uspto-grants-1983_07 |
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