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 86625475 | HCID 86625475 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 11552354 | HCID 11552354 | 47.5% |
Reaction Steps
A mixed solution of bis(2,2,2-trichloroethyl)pyridin-3-ylimidodicarbonate (271 mg, 0.610 mmol), 1-(3-phenyl-1,2,4-thiadiazol-5-yl)piperazine (200 mg, 0.812 mmol) and diisopropylethylamine (0.211 ml, 1.22 mmol) in dimethyl sulfoxide (2 ml) was stirred at 70° C. for 3 hours and further stirred at 80° C. for 1 hour. 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 (ethyl acetate) and recrystallized from a mixed solvent of hexane and ethyl acetate to give 106 mg (47.5%) 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-967e585a5397499fac8df6e988a5d0d8 |
|---|
| Source note | uspto-grants-2010_12 |
|---|