HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidine → 5-[[3,5-Bis(1,1-dimethylethyl)-4-hydroxyphenyl]methylene]-2-thioxo-4-thiazolidinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 3,5-Di-tert-butyl-4-hydroxybenzaldehyde | HCID 73219 | — |
| Reactant | Rhodanine | HCID 1201546 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-[[3,5-Bis(1,1-dimethylethyl)-4-hydroxyphenyl]methylene]-2-thioxo-4-thiazolidinone | HCID 3071511 | 69.7% |
Reaction Steps
To a solution of 14.6 g (110 mmol) of rhodanine and 25.7 g (110 mmol) of 3,5-di-tert-butyl-4-hydroxybenzaldehyde in 150 ml of ethanol, 1.08 ml (11.0 mmol) of piperidine was added, and the mixture was heated under reflux for 5 hours. After cooling, the precipitated crystals were filtered and washed with cooled ethanol to give 26.71 g of the desired compound (69.7% yield, pale yellow crystals).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05389658 |
| Source dataset | uspto-grants-1995_02 |
| ORD ID | ord-a8598e80d52d4d5fb62591f325182133 |
| Source note | uspto-grants-1995_02 |