HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-{4-[2-(5-Methyl-2-phenyl-4-oxazolyl)-2-oxoethoxy]benzylidene}-2,4-thiazolidinedione → 5-{4-[2-(5-Methyl-2-phenyl-4-oxazolyl)-2-oxoethoxy]benzyl}-2,4-thiazolidinedione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-{4-[2-(5-Methyl-2-phenyl-4-oxazolyl)-2-oxoethoxy]benzylidene}-2,4-thiazolidinedione | HCID 53908133 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 5-{4-[2-(5-Methyl-2-phenyl-4-oxazolyl)-2-oxoethoxy]benzyl}-2,4-thiazolidinedione | HCID 13713936 | — |
Reaction Steps
A stirred mixture of 5-{4-[2-(5-methyl-2-phenyl-4-oxazolyl)-2-oxoethoxy]benzylidene}-2,4-thiazolidinedione (1.0 g), Pd-black (3 g) and dioxane (100 ml) was hydrogenated at 40° C. and at atmospheric pressure. After 4 hours, another Pd-black (3 g) was added and hydrogenation was continued for 4 hours. The catalyst was filtered off and the filtrate was concentrated to yield 5-{4-[2-(5-methyl-2-phenyl-4-oxazolyl)-2-oxoethoxy]benzyl}-2,4-thiazolidinedione (the same compound as that obtained in Example 48) as crystals (0.95 g, 94.1%). Recrystallization from ethyl acetate-hexane gave colorless needles, m.p. 168°-169° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04725610 |
| Source dataset | uspto-grants-1988_02 |
| ORD ID | ord-c8eb97027f2c4870835f040d585e95f1 |
| Source note | uspto-grants-1988_02 |