HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1259383Generated: October 26, 2026
Ethyl Acetate → 7-Hydroxy-6-methyl-8-nitro-2H-oxazolo[3,2-A]pyridin-5(3H)-one
https://huagongshe.com/reaction/1259383
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Bis(2,4,6-trichlorophenyl) methylpropanedioate | HCID 12320374 | — |
| Reactant | 2-(Nitromethylidene)-1,3-oxazolidine | HCID 67195114 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | 7-Hydroxy-6-methyl-8-nitro-2H-oxazolo[3,2-A]pyridin-5(3H)-one | HCID 58380589 | 30.7% |
Reaction Steps
2-Nitromethylene-oxazolidine (3 g, 23.0 mmol) was added portion wise to a stirred solution of 2-methyl-malonic acid bis-(2,4,6-trichloro-phenyl) ester (12 g, 25.15 mmol) in Xylene (50 mL) under nitrogen atmosphere over a period of 1 hour at 125° C. The resulting mixture was heated to 125° C. for 5 hours. The reaction mixture was monitored by TLC (50% ethylacetate in hexane). The reaction mixture was concentrated and the concentrate was purified by column chromatography on silica gel (60% ethylacetate in hexane) to afford 1.5 g of the product (30% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08466289B2 |
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| Source dataset | uspto-grants-2013_06 |
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| ORD ID | ord-c79896ece7dd46848ac20a87e8627970 |
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| Source note | uspto-grants-2013_06 |
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