HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethylamine → 5-(5-Pyridin-3-yl-pent-4-ynyl)-5-(toluene-4-sulfonyl)-thiazolidine-2,4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethylamine | HCID 8021 | — |
| Reactant | 4-Pentyn-1-ol | HCID 79346 | — |
| Reactant | 5-Pent-4-ynyl-5-(toluene-4-sulfonyl)-thiazolidine-2,4-dione | HCID 22678001 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-(5-Pyridin-3-yl-pent-4-ynyl)-5-(toluene-4-sulfonyl)-thiazolidine-2,4-dione | HCID 22678019 | — |
Reaction Steps
A solution of 5-pent-4-ynyl-5-(toluene-4-sulfonyl)-thiazolidine-2,4-dione(1.0 mmol), 4-pentyn-1-ol (1.0 mmol), bistriphenylphosphine(Pd II) chloride (0.20 mmol), and copper(I) iodide (0.10 mmol) in 50 ml of diethylamine was stirred under nitrogen for three days. This was diluted with dichloromethane and the product was purified by chromatography to give the title compound as a light beige solid, mp 173-176° C., THEORY: C, 57.95, H, 4.38 N, 6.76. FOUND: C, 57.68, H, 4.35, N, 6.70.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06605628B1 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-2f139a37e05d4621b09b46b879def906 |
| Source note | uspto-grants-2003_08 |