HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1700642Generated: November 1, 2026
Sodium Iodide → 4-Methyl-7-(2-chlorophenyl)-5,6,7,8-tetrahydrocinnolin-5-one
https://huagongshe.com/reaction/1700642
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Chloroacetone | HCID 6571 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-(2-Chlorophenyl)-1-[2-(4-methylphenylsulfonyl)hydrazino]cyclohexen-3-one | HCID 11728881 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 4-Methyl-7-(2-chlorophenyl)-5,6,7,8-tetrahydrocinnolin-5-one | HCID 11043926 | 41.6% |
Reaction Steps
A mixture of 5-(2-chlorophenyl)-1-[2-(4-methylphenylsulfonyl)hydrazino]cyclohexen-3-one (1.17 g), anhydrous potassium carbonate (1.1 g), chloroacetone (0.335 g), sodium iodide (0.4 g), ethanol (7.5 ml) and 1,2-dimethoxyethane (7.5 ml) was stirred at 80° C. for 4 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 4-methyl-7-(2-chlorophenyl)-5,6,7,8-tetrahydrocinnolin-5-one (0.34 g) as pale yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06350749B1 |
|---|
| Source dataset | uspto-grants-2002_02 |
|---|
| ORD ID | ord-269d9bb809e4452f9ed42ebee633a72f |
|---|
| Source note | uspto-grants-2002_02 |
|---|