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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 744011Generated: October 31, 2026

Toluene → 1-Benzyloxy-3-chloro-7-trifluoromethylquinoxalin-2(1H)-one

https://huagongshe.com/reaction/744011

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantDimethylformamideHCID 6228—
ReactantPhosgeneHCID 6371—
Reactant1-benzyl-7-trifluoromethylquinoxaline-2,3(1H,4H)-dioneHCID 19421455—
Product1-Benzyloxy-3-chloro-7-trifluoromethylquinoxalin-2(1H)-oneHCID 1942144796%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 20% phosgene in toluene (120 ml, 0.23 mol) was added to a solution of 1-benzyl-7-trifluoromethylquinoxaline-2,3(1H,4H)-dione (27 g, 80 mmol) in 300 ml of dry N,N-dimethylformamide with stirring at 0° C. The mixture was stirred at room temperature overnight and evaporated to dryness. The residue was triturated with ice/water, filtered and dried in vacuo over phosphorus pentoxide to give 27.4 g (96%) of the title compound. M.p. 148°-150° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05559106
Source datasetuspto-grants-1996_09
ORD IDord-90aedd0b1fe14d25b1ff5cd33599522a
Source noteuspto-grants-1996_09