HuagongsheHuagongshe Chemistry Print Report · For research reference only
(E)-4-[3-Benzyloxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-2-methyl-but-3-enenitrile → 4-[3-Hydroxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-2-methyl-butyronitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (E)-4-[3-Benzyloxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-2-methyl-but-3-enenitrile | HCID 68839915 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Ethanol ethylacetate | HCID 21584252 | — |
| Product | 4-[3-Hydroxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-2-methyl-butyronitrile | HCID 57777328 | — |
Reaction Steps
A mixture of (E)-4-[3-benzyloxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-2-methyl-but-3-enenitrile (10 mg) and Pd(OH)2 (1 mg) in EtOAc/EtOH (3 mL) is hydrogenated at 1 atm for 2 h. The catalyst is filtered and the filtrate evaporated. The residue is washed with 1N HCl and the residue is purified by preparative HPLC to give the title compound: (M−1)−=308; HPLC retention time=0.78 min (method A).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08084448B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-a69ea8861a2c43cdba995fd6e072b23b |
| Source note | uspto-grants-2011_12 |