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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantBis(2,4,6-trichlorophenyl) methylpropanedioateHCID 12320374—
Reactant2-(Nitromethylidene)-1,3-oxazolidineHCID 67195114—
SolventO-XyleneHCID 7237—
SolventHexaneHCID 8058—
Product7-Hydroxy-6-methyl-8-nitro-2H-oxazolo[3,2-A]pyridin-5(3H)-oneHCID 5838058930.7%

Reaction Conditions

Temperature125 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08466289B2
Source datasetuspto-grants-2013_06
ORD IDord-c79896ece7dd46848ac20a87e8627970
Source noteuspto-grants-2013_06