HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2283298Generated: November 1, 2026
Potassium Phosphate, Tribasic → 5-Methyl-2-[[3-[3-(trifluoromethoxy)phenyl]phenyl]sulfonylamino]benzenesulfonamide
https://huagongshe.com/reaction/2283298
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | Tricyclohexylphosphine | HCID 75806 | — |
| Reactant | 3-(Trifluoromethoxy)phenylboronic Acid (contains varying amounts of Anhydride) | HCID 2734385 | — |
| Reactant | 2-(3-Bromobenzenesulfonylamino)-5-methyl-benzensulfonamide | HCID 68781474 | — |
| Catalyst | Water | HCID 962 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 5-Methyl-2-[[3-[3-(trifluoromethoxy)phenyl]phenyl]sulfonylamino]benzenesulfonamide | HCID 57750988 | 30% |
Reaction Steps
Pd(OAc)2 (44 mg, 0.19 mmol) was added to a solution of 2-(3-bromobenzenesulfonylamino)-5-methyl-benzensulfonamide (Example 150a) (0.40 g, 0.98 mmol), 3-(trifluoromethoxy)benzeneboronic acid (0.61 g, 2.96 mmol), tricyclohexyl phosphine (82 mg, 0.29 mmol) and potassium phosphate (0.42 g, 1.19 mmol) in toluene (10 mL). A few drops of water were added and the reaction mixture was stirred at 110° C. overnight. The reaction mixture was then diluted with 1N HCl and the product was extracted with ethyl acetate. The organic phase was separated, dried over sodium sulfate and concentrated in vacuo. The crude product was purified by flash column chromatography using ethyl acetate/hexane (1:3) to afford the title compound (140 mg, 30%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09145380B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-1a06809eb1ab49b0994c63ee225b91f3 |
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| Source note | uspto-grants-2015_09 |
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