HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 68777362, 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 69015958 | HCID 69015958 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 68777362 | HCID 68777362 | 40.6% |
Reaction Steps
A mixed solution of 2,2,2-trichloroethyl (3-methylisoxazol-5-yl)carbamate (302 mg, 1.11 mmol), 1-(3-phenyl-1,2,4-thiadiazol-5-yl)piperazine (300 mg, 1.33 mmol) and diisopropylethylamine (0.212 ml, 1.33 mmol) in dimethyl sulfoxide (3.7 ml) was stirred at 70° C. for 3 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 167 mg (40.6%) 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-672ddd0bcbbe4181b12deb16e8ad1576 |
| Source note | uspto-grants-2010_12 |