Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | HCID 66743233 | HCID 66743233 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59446608 | HCID 59446608 | 95.7% |
Reaction Steps
To a stirred solution of 5-ethyl-N,N-dimethyl-1H-pyrazole-1-sulfonamide (19.8 g, 97 mmol) in THF (300 mL) was added 1-bromopyrrolidine-2,5-dione (20.8 g, 117 mmol). The mixture was stirred for 2 h at 50° C. The mixture was concentrated under reduced pressure, and the residue was poured into saturated aqueous NaHCO3. Extraction with EtOAc, washing with brine, drying over MgSO4, filtration and concentration under reduced pressure gave a yellow oil. This residue was purified by column chromatography (Purif, silica gel, hexane to 50:50 hexane/EtOAc) to afford the title compound (26.2 g, 95%) as a yellow oil:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08691828B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-f264664e3e184def994a0c15b1ea2c29 |
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| Source note | uspto-grants-2014_04 |
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