HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,4-Dichlorobenzaldehyde → 4-(3,4-Dichlorophenyl)-1,4,6,7-tetrahydro-2-methyl-3-(methylsulfonyl)-5H-cyclopenta[b]pyridin-5-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,4-Dichlorobenzaldehyde | HCID 22710 | — |
| Reactant | 1-(Methylsulphonyl)acetone | HCID 78695 | — |
| Reactant | 3-Aminocyclopent-2-en-1-one | HCID 12291440 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 4-(3,4-Dichlorophenyl)-1,4,6,7-tetrahydro-2-methyl-3-(methylsulfonyl)-5H-cyclopenta[b]pyridin-5-one | HCID 18187207 | 21.9% |
Reaction Steps
3,4-Dichlorobenzaldehyde (175 mg, 1.0 mmol), methanesulfonylacetone (137 mg, 1.01 mmol) and 3-aminocyclopentenone (95 mg, 0.98 mmol) were heated to 80° C. in ethanol (4 mL) in a sealed tube for 3 days, cooled and the solvent evaporated. The crude material was flash chromatographed on silica gel (5% methanol/chloroform) to provide 80 mg of the title compound as a tan solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06265417B1 |
| Source dataset | uspto-grants-2001_07 |
| ORD ID | ord-777af867ebbe4454b7246eb3bd5885f0 |
| Source note | uspto-grants-2001_07 |