HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → 5-(4-[2-(4-Methanesulfonylphenyl)ethoxy]benzylidene)thiazolidine-2,4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Thiazolidinedione | HCID 5437 | — |
| Reactant | 4-[2-(4-Formylphenoxy)ethyl]phenyl methyl sulfone | HCID 21704963 | — |
| Catalyst | Acetic Acid | HCID 176 | — |
| Catalyst | Piperidine | HCID 8082 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-(4-[2-(4-Methanesulfonylphenyl)ethoxy]benzylidene)thiazolidine-2,4-dione | HCID 54345517 | 67.6% |
Reaction Steps
1 g (3.3 mmole) 4-[2-(4-formylphenoxy)ethyl]phenyl methyl sulfone, 0.96 g (8.2 mmole) 2,4-thiazolidinedione, 5 drops of piperidine, 6 drops of acetic acid and toluene were refluxed with water separation in a Dean-Stark apparatus for 1 hour. The heat was removed and the yellow precipitate was filtered off. A slurry of the precipitate and dichloromethane:methanol (95:5) was refluxed. The product was collected by filtration giving 0.9 g (yield 67.6%) of 5-(4-[2-(4-methanesulfonylphenyl)ethoxy]benzylidene)thiazolidine-2,4-dione.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06288096B1 |
| Source dataset | uspto-grants-2001_09 |
| ORD ID | ord-d1a0c8a2773b448bbc9306080b54afe4 |
| Source note | uspto-grants-2001_09 |