HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 5-Bromo-N-[2-hydroxy-1-(hydroxymethyl)ethyl]-2-thiophenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Serinol | HCID 68294 | — |
| Reactant | 5-Bromothiophene-2-sulfonyl chloride | HCID 2733924 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-Bromo-N-[2-hydroxy-1-(hydroxymethyl)ethyl]-2-thiophenesulfonamide | HCID 65314645 | 72% |
Reaction Steps
To a stirred solution of 2-amino-1,3-propanediol (1.26 g, 13.8 mmol) in THF (20 ml) was added at 0° C. (ice water bath) commercially available 5-bromo-thiophene-2-sulfonyl chloride (1.0 g, 3.82 mmol) and triethylamine (0.71 ml, 5.07 mmol). The reaction mixture was stirred at room temperature for 16 h and evaporated. The crude product was further purified by flash chromatography (ethyl acetate/heptane) to yield the title compound (0.87 g, 72%) as a white solid. MS (ISN) 313.9 [(M−H)−], mp 80° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07238808B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-4b5409f5c23340d091170dec6813936f |
| Source note | uspto-grants-2007_07 |