HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → 4-[3-(2-Fluorophenyl)-1,2,4-thiadiazol-5-yl]-N-[4-(propionylamino)phenyl]piperazine-1-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-[3-(2-Fluorophenyl)-1,2,4-thiadiazol-5-yl]piperazine | HCID 68775720 | — |
| Reactant | 2,2,2-Trichloroethyl [4-(propionylamino)phenyl]carbamate | HCID 86625513 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-[3-(2-Fluorophenyl)-1,2,4-thiadiazol-5-yl]-N-[4-(propionylamino)phenyl]piperazine-1-carboxamide | HCID 68779656 | 22.6% |
Reaction Steps
A solution of 2,2,2-trichloroethyl [4-(propionylamino)phenyl]carbamate (200 mg, 0.589 mmol), 1-[3-(2-fluorophenyl)-1,2,4-thiadiazol-5-yl]piperazine (145 mg, 0.589 mmol), diisopropylethylamine (0.206 ml, 1.18 mmol) and dimethyl sulfoxide (4 ml) was stirred at 70° C. for 24 hours, the reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with water, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was recrystallized from ethyl acetate to give 60.5 mg (22.6%) 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-315ae979aa334ec7bb55436f67eaf2a7 |
| Source note | uspto-grants-2010_12 |