HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 7-(2-Chlorophenyl)-4-ethyl-5,6,7,8-tetrahydrocinnolin-5-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Bromo-2-butanone | HCID 13156 | — |
| Reactant | 5-(2-Chlorophenyl)-1-[2-(4-methylphenylsulfonyl)hydrazino]cyclohexen-3-one | HCID 11728881 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 7-(2-Chlorophenyl)-4-ethyl-5,6,7,8-tetrahydrocinnolin-5-one | HCID 18317362 | 43% |
Reaction Steps
A mixture of 5-(2-chlorophenyl)-1-[2-(4-methylphenylsulfonyl)hydrazino]cyclohexen-3-one (1.56 g), anhydrous potassium carbonate (0.72 g), 1-bromobutan-2-one (0.785 g) and methanol (30 ml) was stirred at room temperature for 2.5 hours. To the mixture was added anhydrous potassium carbonate (0.72 g), and the mixture was stirred at room temperature 1.5 hours and refluxed for 30 minutes. Under reduced pressure, the solvent was evaporated, and the residue was extracted with ethyl acetate. The organic layer was concentrated, and the residue was purified with silica gel column chromatography to give 7-(2-chlorophenyl)-4-ethyl-5,6,7,8-tetrahydrocinnolin-5-one (0.492 g) as oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06350749B1 |
| Source dataset | uspto-grants-2002_02 |
| ORD ID | ord-03bb0777e9bb4320a5717075a1517d5c |
| Source note | uspto-grants-2002_02 |