HuagongsheHuagongshe Chemistry Print Report · For research reference only
8-Hydroxyquinoline → 4-nitro-1-phenyl-1H-pyrazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 8-Hydroxyquinoline | HCID 1923 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Iodobenzene | HCID 11575 | — |
| Reactant | 4-nitro-1H-pyrazole | HCID 16376 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-nitro-1-phenyl-1H-pyrazole | HCID 2755894 | 100.8% |
Reaction Steps
A mixture of 4-nitropyrazole (270 mg, 2.38 mmol), iodobenzene (485 mg, 2.38 mmol), 8-hydroxyquinoline (60 mg, 0.41 mmol) and K2CO3 (600 mg, 4.34 mmol) in DMSO (3 mL) was degassed with argon before being charged with CuI (45 mg, 0.23 mmol). The mixture in a sealed tube was heated at 130 C for 20 h. Water was added to induce precipitation. The precipitate was collected to give 4-nitro-1-phenyl-1H-pyrazole (454 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08318755B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-144a2bf57523423d934f3d09c291062b |
| Source note | uspto-grants-2012_11 |