HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 5-bromo-N-(2-(dimethylamino)ethyl)thiophene-2-sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | N,N-Dimethylethylenediamine | HCID 66053 | — |
| Reactant | 5-Bromothiophene-2-sulfonyl chloride | HCID 2733924 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-bromo-N-(2-(dimethylamino)ethyl)thiophene-2-sulfonamide | HCID 8716799 | 97% |
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 N,N-dimethyl-ethylenediamine (3.76 ml, 34.4 mmol) in THF (22 ml) was added drop wise. The reaction mixture was stirred at room temperature for 16 h and evaporated. The crude product was further purified by column chromatography (dichloromethane/methanol/NH4OH 16:1:0.1) to yield the title compound (3.49 g, 97%) as a light yellow oil. MS (ISN) 310.9 [(M−H)−].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07446113B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-062b0122f88f45f2a1b08e5e4a8fe507 |
| Source note | uspto-grants-2008_11 |