HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,5-Dimethyl-1H-pyrrole-2-carbaldehyde → 3-(3,5-Dimethyl-1H-pyrrol-2-ylmethylene)-4-(3-chloro-phenyl)-1,3-dihydro-indol-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,5-Dimethyl-1H-pyrrole-2-carbaldehyde | HCID 270465 | — |
| Reactant | 4-(3-Chloro-phenyl)-1,3-dihydro-indol-2-one | HCID 22561798 | — |
| Catalyst | Piperidine | HCID 8082 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3-(3,5-Dimethyl-1H-pyrrol-2-ylmethylene)-4-(3-chloro-phenyl)-1,3-dihydro-indol-2-one | HCID 69741586 | 68.8% |
Reaction Steps
To a solution of 4-(3-chloro-phenyl)-1,3-dihydro-indol-2-one (60.9 mg, 0.25 mmol) and 3,5-dimethyl-1H-pyrrole-2-carbaldehyde (32 mg, 0.26 mmol) in ethanol (2 mL) was added piperidine (3 drops). The reaction mixture was stirred at room temperature for three days. A yellow solid product was precipitated out, filtered, washed by ethanol for three times, and dried under high vacuum to provide pure product 3-(3,5-Dimethyl-1H-pyrrol-2-ylmethylene)-4-(3-chloro-phenyl)-1,3-dihydro-indol-2-one as a yellow solid (60 mg, 68%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06677368B2 |
| Source dataset | uspto-grants-2004_01 |
| ORD ID | ord-ff75501efca74b469071d476a59ddacc |
| Source note | uspto-grants-2004_01 |