HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 86673556, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | O-(Diphenylphosphinyl)hydroxylamine | HCID 10955453 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | HCID 86673555 | HCID 86673555 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86673556 | HCID 86673556 | 42.2% |
Reaction Steps
A mixture of the product from Example 4A (0.527 g, 2.04 mmol) and potassium 2-methylpropan-2-olate (0.299 g, 2.66 mmol) in THF (6 mL) was stirred for 1 h, and O-(diphenylphosphoryl)hydroxylamine (0.621 g, 2.66 mmol) and DMF (2 mL) were added, stirred at room temperature for 2 hours, diluted with EtOAc, washed with 1N NaOH and brine, dried (Na2SO4), filtered, and chromatographed (20-60% EtOAc/DCM) to give 235 mg of title compound as a white solid: 1H NMR (300 MHz, DMSO-d6) δ 8.67 (dd, J=2.4, 0.5, 1H), 8.38 (s, 1H), 8.14 (dd, J=8.2, 2.5, 1H), 8.02-7.82 (m, 2H), 7.81-7.65 (m, 2H), 6.54 (s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08859549B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-76cf0b243fe4400eb8a72cd0e705fea9 |
| Source note | uspto-grants-2014_10 |