HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-[6-(Benzyloxy)pyridin-3-YL]ethanone → 5-(4-{2-[1-(2-Benzyloxy-5-pyridyl)ethylideneaminooxy]ethoxy}benzyl)thiazolidine-2,4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-[6-(Benzyloxy)pyridin-3-YL]ethanone | HCID 21833927 | — |
| Reactant | 5-(4-[2-Aminooxyethoxy)benzyl]thiazolidine-2,4-dione hydrochloride | HCID 21833965 | — |
| Product | 5-(4-{2-[1-(2-Benzyloxy-5-pyridyl)ethylideneaminooxy]ethoxy}benzyl)thiazolidine-2,4-dione | HCID 73847980 | 78% |
Reaction Steps
Following a procedure similar to that described in Example 40(f), 130 mg of 5-acetyl-2-benzyloxypyridine were reacted with 182 mg of 5-[4-(2-aminooxyethoxy)-benzyl]thiazolidine-2,4-dione hydrochloride [prepared as described in Example 40(e)]. The reaction mixture was concentrated by evaporation under reduced pressure, and the resulting residue was extracted with ethyl acetate. The extract was washed with water and the solvent was removed by distillation under reduced pressure, to give 219 mg of the title compound, melting at 160-161° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05972959 |
| Source dataset | uspto-grants-1999_10 |
| ORD ID | ord-cdaa34589ada49e3abe2745fd1a9ad28 |
| Source note | uspto-grants-1999_10 |