HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 446193Generated: October 25, 2026
Water → 6-[2-Nitro-4-(trifluoromethyl)phenoxy]quinoline-2-carbonitrile
https://huagongshe.com/reaction/446193
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 6-Hydroxyquinoline-2-carbonitrile | HCID 14429534 | — |
| Reactant | 2-Nitro-4-trifluoromethylbenzene chloride | HCID 66608264 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 6-[2-Nitro-4-(trifluoromethyl)phenoxy]quinoline-2-carbonitrile | HCID 58797699 | 35% |
Reaction Steps
The mixture of 2-cyano-6-hydroxyquinoline (0.50 g, 2.94 mmol), 2-nitro-4-trifluoromethylbenzene chloride (0.67 g, 2.94 mmol) and potassium carbonate (0.41 g, 2.97 mmol) in 30 ml of DMSO was heated to 100° C. for 30 min. Upon cooling to room temperature, the mixture was poured into 30 ml of cold water and exacted three times with methylene chloride. The combined organic layer was washed with water and dried over magnesium sulfate. The product was purified by flash chromatography using heptane/methylene chloride (1:2) as eluent in a yield of 35%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08476450B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-72f8c18f7b4848229b893b2263e6f56f |
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| Source note | uspto-grants-2013_07 |
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