Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Chloroacetone | HCID 6571 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 18317687 | HCID 18317687 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 18317595 | HCID 18317595 | 32.8% |
Reaction Steps
A mixture of 1-[2-(4-methylphenylsulfonyl)hydrazino]-5-(thiophen-3-yl)cyclohexen-3-one (3.62 g), anhydrous potassium carbonate (3.45 g), chloroacetone (1.15 g), sodium iodide (1 g), ethanol (50 ml) and 1,2-dimethoxyethane (20 ml) was stirred at 80° C. for 1 hour. 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. The resulting crystals were recrystallized from ethyl acetate-hexane to give 4-methyl-7-(thiophen-3-yl)-5,6,7,8-tetrahydrocinnolin-5-one (0.8 g) as yellow crystals.
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-8ac69261108f49a3bc7abc7635dafb16 |
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| Source note | uspto-grants-2002_02 |
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