HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1943628Generated: November 1, 2026
Water → 2H,3H,4H-pyrido[4,3-b][1,4]oxazin-3-one
https://huagongshe.com/reaction/1943628
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chloroacetyl chloride | HCID 6577 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Amino-4-hydroxypyridine | HCID 233392 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2H,3H,4H-pyrido[4,3-b][1,4]oxazin-3-one | HCID 14479900 | 53% |
Reaction Steps
In a 500 ml flask equipped with a reflux apparatus, 3-amino-pyridin-4-ol (7.8 g, 71 mmol) was dissolved in N,N-dimethyl formamide (350 ml). To the reaction solution was added chloroacetyl chloride (6.2 ml, 78 mmol) dropwise at room temperature and then stirred at room temperature for 30 minutes. Potassium carbonate (24 g, 177 mmol) was added thereto and the mixture was heated at 100□ for 40 hours. After completion of the reaction, water was added thereto. The mixture was extracted with ethyl acetate. The combined organic layer was dried over anhydrous sodium sulfate (Na2SO4), filtered and evaporated under reduced pressure. The residue was purified by recrystallizing from solvents of ethyl acetate and n-hexane to obtain white solid (5.6 g, 53%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08394792B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-bc541c16604643c5b9a7e626bd084276 |
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| Source note | uspto-grants-2013_03 |
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