HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 58408454, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-(Trifluoromethoxy)aniline | HCID 600848 | — |
| Reactant | 4-Fluoro-3-nitrobenzonitrile | HCID 2774654 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 58408454 | HCID 58408454 | — |
Reaction Steps
A solution of 4-fluoro-3-nitrobenzonitrile (500 mg, 3.01 mmol), 4-trifluoromethoxyaniline (404 μL, 3.01 mmol) and potassium carbonate (416 mg, 3.01 mmol) in DMSO (15.0 mL) were heated in a sealed tube within a microwave reactor at 120° C. for 10 min. The reaction mixture was cooled to rt and partitioned between EtOAc and water. The organic layer was washed with water and brine, dried (sodium sulfate) and concentrated in vacuo. Purification of the crude residue by flash chromatography on silica gel (gradient elution; 0%-40% EtOAc/hexanes as eluent) afforded the title compound i-1a. m/z (ES) 324 (MH)+. 1H NMR (500 MHz, CDCl3): δ 9.81 (s, 1H), 8.60 (d, 1H, J=1.9 Hz), 7.58 (dd, 1H, J=1.8, 9.1 Hz), 7.29 (m, 4H), 7.16 (d, 1H, J=8.9 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08470819B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-d2cf2abd084e484d907150893b8c8f71 |
| Source note | uspto-grants-2013_06 |