HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 68779058, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-(3-Phenyl-(1,2,4)thiadiazol-5-yl)-piperazine | HCID 2777760 | — |
| Reactant | HCID 68779576 | HCID 68779576 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 68779058 | HCID 68779058 | 21.4% |
Reaction Steps
A mixed solution of methyl 5-{[(2,2,2-trichloroethoxy)carbonyl]amino}-2-furancarboxylate (321 mg, 1.01 mmol), 1-(3-phenyl-1,2,4-thiadiazol-5-yl)piperazine (200 mg, 0.812 mmol) and diisopropylethylamine (0.177 ml, 1.01 mmol) in dimethyl sulfoxide (3.4 ml) was stirred at 70° C. for 5 hours. Water was poured to the reaction mixture, and the resulting solution was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1) and recrystallized from a mixed solvent of hexane and tetrahydrofuran to give 71.7 mg (17.1%) of the desired product as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07851473B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-99aa3dbc9a0f4973934f9f50af19d0cc |
| Source note | uspto-grants-2010_12 |