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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 354633Generated: October 25, 2026

Water → 3-(6-Chloro-2-quinoxalyloxy)-aniline

https://huagongshe.com/reaction/354633

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3-AminophenolHCID 11568—
ReactantPotassium HydroxideHCID 14797—
Reactant2,6-DichloroquinoxalineHCID 87748—
SolventDimethyl SulfoxideHCID 679—
Solvent1,4-DioxaneHCID 31275—
Product3-(6-Chloro-2-quinoxalyloxy)-anilineHCID 1310894154%

Reaction Steps

6.6 g (0.06 mol) of m-aminophenol in 4.0 g (0.06 mol) of 85% potassium hydroxide and 80 ml of dimethylsulfoxide was heated under stirring. The water generated was distilled away under reduced pressure to make the potassium m-aminophenolate. To the solution which was allowed to cool to room temperature was added a solution of 11.9 g (0.06 mol) of 2,6-dichloroquinoxaline dissolved in 80 ml of dioxane. The mixture was reacted at 50°-60° C. for 5 hours. After the reaction was over, the reaction mixture was poured into ice and cold water. The formed solid was filtered off and washed with 5% aqueous solution of sodium hydroxide and then washed with water. The crude crystals thus obtained were recrystallized from ethanol, to produce 8.8 g (yield 54%) of white crystals, m.p. 119°-120° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04376202
Source datasetuspto-grants-1983_03
ORD IDord-13dcfdb62dee414f98a95245d0d21916
Source noteuspto-grants-1983_03