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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1488968Generated: October 25, 2026

Hydrochloric Acid → 6-nitro-7-(3-chloro-4-oxo-4H-pyridin-1-yl)-1,4-dihydroquinoxaline-2,3-dione

https://huagongshe.com/reaction/1488968

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPotassium HydroxideHCID 14797—
Reactant6-Fluoro-7-nitro-1,4-dihydroquinoxaline-2,3-dioneHCID 9991230—
ReactantHCID 178516476HCID 178516476—
SolventDimethyl SulfoxideHCID 679—
Product6-nitro-7-(3-chloro-4-oxo-4H-pyridin-1-yl)-1,4-dihydroquinoxaline-2,3-dioneHCID 2290357894.7%

Reaction Steps

First, 267 mg of 7-fluoro-6-nitro-1,4-dihydroquinoxaline-2,3-dione, 171 mg of 3-chloro-4-hydroxypyridine, and 92 mg of powdered potassium hydroxide were added to 3 ml of dry dimethylsulfoxide. The mixture was allowed to react at 130° C. for 80 minutes in a nitrogen atmosphere. Ice water and 4N hydrochloric acid were then added to the reaction mixture so as to adjust its pH to about 2. The resultant yellow precipitate was filtered and washed with water. The precipitate was recrystallized with a mixture of dimethylformaldehyde and water to give 376 mg of yellowish white 6-nitro-7-(3-chloro-4-oxo-4H-pyridin-1-yl)-1,4-dihydroquinoxaline-2,3-dione.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05677305
Source datasetuspto-grants-1997_10
ORD IDord-5942bfa89f5e493e81858f7039df523a
Source noteuspto-grants-1997_10