HuagongsheHuagongshe Chemistry Print Report · For research reference only
Selectfluor → (1Z)-1-[5-fluoro-3-(5-methyl-2-propan-2-ylphenyl)-4-oxo-1,3-thiazolidin-2-ylidene]-3-[2-[4-[1-[4-(trifluoromethoxy)phenyl]-1,2,4-triazol-3-yl]phenyl]ethyl]urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Selectfluor | HCID 2724933 | — |
| Reactant | 2-Fluorenone | HCID 21242747 | — |
| Reactant | (1Z)-1-[3-(5-methyl-2-propan-2-ylphenyl)-4-oxo-1,3-thiazolidin-2-ylidene]-3-[2-[4-[1-[4-(trifluoromethoxy)phenyl]-1,2,4-triazol-3-yl]phenyl]ethyl]urea | HCID 78319090 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (1Z)-1-[5-fluoro-3-(5-methyl-2-propan-2-ylphenyl)-4-oxo-1,3-thiazolidin-2-ylidene]-3-[2-[4-[1-[4-(trifluoromethoxy)phenyl]-1,2,4-triazol-3-yl]phenyl]ethyl]urea | HCID 90414644 | 63% |
Reaction Steps
To (Z)-1-(3-(2-isopropyl-5-methylphenyl)-4-oxothiazolidin-2-ylidene)-3-(4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)phenethyl)urea (F5) (0.050 g, 0.080 mmol) and 2-fluorenone (0.0080 g, 0.044 mmol) in anhydrous acetonitrile (0.80 mL) was added Selectfluor® (0.062 g, 0.18 mmol). The reaction was stirred at room temperature overnight. Purification by flash column chromatography using 0-100% ethyl acetate/B, where B=1:1 dichloromethane/hexanes, as eluent provided the title compound as a yellow oil (0.033 g, 63%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09278964B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-01f8022aec36434d912d9687df0ef58a |
| Source note | uspto-grants-2016_03 |