HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Tert-butyl 4-[3-(3-furyl)-1,2,4-thiadiazol-5-yl]piperazine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Reactant | 5-Chloro-3-(furan-3-yl)-1,2,4-thiadiazole | HCID 65267197 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Tert-butyl 4-[3-(3-furyl)-1,2,4-thiadiazol-5-yl]piperazine-1-carboxylate | HCID 68778731 | 61.4% |
Reaction Steps
To a solution of 5-chloro-3-(3-furyl)-1,2,4-thiadiazole (2.98 g, 16.0 mmol) and 1-(tert-butoxycarbonyl)-piperazine (2.97 g, 16.0 mmol) in dimethylformamide (30 ml) was added triethylamine (8.9 ml, 63.9 mmol), and the mixture was stirred at room temperature 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 (hexane:ethyl acetate=9:1) to give 3.30 g (61.4%) of tert-butyl 4-[3-(3-furyl)-1,2,4-thiadiazol-5-yl]piperazine-1-carboxylate as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07851473B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-7ab62933a89545dab736cf90b4b954a3 |
| Source note | uspto-grants-2010_12 |