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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 346133Generated: October 30, 2026

Acetic Acid → 7-cyano-1-hydroxy-6-trifluoromethylquinoxaline-2,3(1H,4H)-dione

https://huagongshe.com/reaction/346133

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant2-Cyano-5-ethoxalylamino-4-nitrobenzotrifluorideHCID 19990404—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product7-cyano-1-hydroxy-6-trifluoromethylquinoxaline-2,3(1H,4H)-dioneHCID 1999046781%

Reaction Steps

To a solution of 10.5 g (31.7 mmol) 2-cyano-5-ethoxalylamino-4-nitrobenzotrifluoride in 450 ml ethanol was added 45 ml glacial acetic acid. The mixture was hydrogenated at atm. pressure by using 0.2 g 5% Pd-C as a catalyst. The filtered and evaporated reaction product was recrystallized (ethylacetate-light petroleum) to give 6.91 g (81%) of 7-cyano-1-hydroxy-6-trifluoromethyl-quinoxaline-2,3(1H,4H)-dione. M.p. 180° C. decomp. 1H-NMR (DMSO-d6): 7.93 (1H, s), 7.53 (1H, s). MS (m/e): 271 (M+, 70%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05061706
Source datasetuspto-grants-1991_10
ORD IDord-012ebff4faa943169b742e1c8e8d8504
Source noteuspto-grants-1991_10