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 178521819 | HCID 178521819 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 178521818 | HCID 178521818 | 32.9% |
Reaction Steps
A mixed solution of 2,2,2-trichloroethyl [2-(trifluoromethyl)-1H-benzimidazol-5-yl]carbamate (278 mg, 0.738 mmol), 1-(3-phenyl-1,2,4-thiadiazol-5-yl)piperazine (200 mg, 0.811 mmol) and diisopropylethylamine (0.129 ml, 0.738 mmol) in dimethyl sulfoxide (2.5 ml) was stirred at 70° C. for 3 hours and half. 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 115 mg (32.8%) 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-7e9287cc7ae44464b370c3bc73644aba |
|---|
| Source note | uspto-grants-2010_12 |
|---|