HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 3-Nitro-1-phenyl-1,2-dihydropyridin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | HCID 178526677 | HCID 178526677 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-Nitro-1-phenyl-1,2-dihydropyridin-2-one | HCID 22319157 | 61% |
Reaction Steps
5 g of 2-hydroxy-3-nitropyridine, 7.14 g of phenylboronic acid, 2.6 g of copper(II) acetate, 9.9 ml of triethylamine and 5.8 ml of pyridine were added to 100 ml of tetrahydrofuran, followed by stirring overnight. The reaction mixture was poured into aqueous ammonia, and extracted with ethyl acetate. The organic layer was washed with water, dried, and concentrated. The residue was suspended into ether, and collected by filtration, to give 4.71 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06949571B2 |
| Source dataset | uspto-grants-2005_09 |
| ORD ID | ord-58f3150fa2c940b1840b2c8bb39e0256 |
| Source note | uspto-grants-2005_09 |