HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1775254Generated: October 26, 2026
1,4-Dioxane → 2-(2-Ethylsulfanylphenyl)-6-trifluoromethylquinoxaline
https://huagongshe.com/reaction/1775254
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 2-Chloro-6-(trifluoromethyl)quinoxaline | HCID 3547342 | — |
| Reactant | 2-(2-(Ethylthio)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 123787969 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-(2-Ethylsulfanylphenyl)-6-trifluoromethylquinoxaline | HCID 118034955 | 42.5% |
Reaction Steps
A mixture of 0.52 g of 2-ethylsulfanylphenylboronic acid pinacol ester, 0.46 g of 2-chloro-6-trifluoromethylquinoxaline, 0.02 g of tris(dibenzylideneacetone)dipalladium(0), 0.05 g of 2-dicyclohexylphosphino-2′,6′-dimethoxyphenyl, 0.84 g of tripotassium phosphate and 6 ml of 1,4-dioxane was stirred at 70° C. for 2 hours. 0.30 g of tripotassium phosphate was added to the cooled reaction mixture, and the mixture was stirred under heat-reflux for 3 hours. Ethyl acetate and water were added to the cooled reaction mixture, and the mixture was filtered. The filtrate was extracted with ethyl acetate and then dried over anhydrous sodium sulfate. The mixture was concentrated under reduced pressure, and the resulting residue was applied to a silica gel column chromatography to obtain 0.28 g of 2-(2-ethylsulfanylphenyl)-6-trifluoromethylquinoxaline (Compound of Present Invention 1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09260436B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-1348091e9c13453cbdcedf89ddf15134 |
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| Source note | uspto-grants-2016_02 |
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