HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1700646Generated: October 31, 2026
Phenacyl bromide → 7-(2-Chlorophenyl)-4-phenyl-5,6,7,8-tetrahydrocinnolin-5-one
https://huagongshe.com/reaction/1700646
Participants
| Role | Name | HCID | Charge |
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| Reactant | Phenacyl bromide | HCID 6259 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-(2-Chlorophenyl)-1-[2-(4-methylphenylsulfonyl)hydrazino]cyclohexen-3-one | HCID 11728881 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 7-(2-Chlorophenyl)-4-phenyl-5,6,7,8-tetrahydrocinnolin-5-one | HCID 18317772 | 39.8% |
Reaction Steps
A mixture of 5-(2-chlorophenyl)-1-[2-(4-methylphenylsulfonyl)hydrazino]cyclohexen-3-one (1.35 g), anhydrous potassium carbonate (1.19 g), 2-bromoacetophenone (0.893 g) and methanol (30 ml) was stirred at 80° C. for 3 hours. 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-phenyl-5,6,7,8-tetrahydrocinnolin-5-one (0.46 g) as oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06350749B1 |
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| Source dataset | uspto-grants-2002_02 |
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| ORD ID | ord-f7f0293a27614ca4a6fddaa276e80531 |
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| Source note | uspto-grants-2002_02 |
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