HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1842042Generated: October 26, 2026
Hydrochloric Acid → 6-Bromo-3,3-dimethyl-1H-pyrido[2,3-b][1,4]oxazin-2-one
https://huagongshe.com/reaction/1842042
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tin atom | HCID 5352426 | — |
| Reactant | 2-(6-Bromo-3-nitro-pyridin-2-yloxy)-2-methyl-propionic acid methyl ester | HCID 86665134 | — |
| Solvent | Water | HCID 962 | — |
| Product | 6-Bromo-3,3-dimethyl-1H-pyrido[2,3-b][1,4]oxazin-2-one | HCID 86665135 | 65% |
Reaction Steps
To a solution of 640 mg 2-(6-Bromo-3-nitro-pyridin-2-yloxy)-2-methyl-propionic acid methyl ester and 542 mg tin powder were added dropwise 10 ml concentrated hydrochlorid acid upon cooling in an ice bath so that the reaction temperature did not exceed 40° C. The ice bath was then removed and the reaction mixture stirred at 85° C. for one hour. To the cooled reaction mixture was added 100 ml water. The precipitate was collected and dissolved in 300 ml ethyl acetate dried over MgSO4 then the ethyl acetate was removed in vacuo to obtain 335 mg 6-Bromo-3,3-dimethyl-1H-pyrido[2,3-b][1,4]oxazin-2-one as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08946212B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-e808171cad3c4bb783136ee3100d510f |
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| Source note | uspto-grants-2015_02 |
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