HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-[(5-Bromo-2-thienyl)sulfonyl]-4-methylpiperazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | 5-Bromothiophene-2-sulfonyl chloride | HCID 2733924 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-[(5-Bromo-2-thienyl)sulfonyl]-4-methylpiperazine | HCID 662157 | 84% |
Reaction Steps
To a stirred solution of commercially available 5-bromo-thiophene-2-sulfonyl chloride (3.0 g, 11.5 mmol) in THF (22 ml) was added at room temperature triethylamine (1.76 ml, 12.6 mmol), the mixture was cooled (ice-water), and a solution of commercially available 1-methylpiperazine (3.82 ml, 34.4 mmol) in THF (22ml) was added drop wise. The reaction mixture was stirred at room temperature for 16h and evaporated. The crude product was further purified by flash chromatography (dichloromethane/methanol) and subsequent crystallization from dichloromethane/hexane to yield the title compound (3.12 g, 84%) as a white solid. MS (ISP) 324.8 [(M+H)+], mp 122° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07238808B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-138cebf3c80747c48e82f0511e7a76f6 |
| Source note | uspto-grants-2007_07 |