Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2,5-dichloroquinoxaline | HCID 10679487 | — |
| Reactant | HCID 15841151 | HCID 15841151 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 15841143 | HCID 15841143 | 15.2% |
Reaction Steps
In a manner similar to Example 4, the reaction mixture from benzofuran-5-sulfonamide (397 mg, 2.01 mmol), sodium hydride (60%, 315 mg, 7.9 mmol) and 2,5-dichloroquinoxaline (600 mg, 3.01 mmol) was poured carefully into water and washed with hexanes. The hexane-free aqueous was acidified to a pH of 1-2 by the addition of 5N hydrochloric acid solution and the resulting precipitate was collected and dried. This precipitate was washed with methylene chloride and the solid obtained by evaporation of the filtrate was purified by radial silica gel chromatography (EtOAc/hexanes) followed by silica gel flash chromatography (diethyl ether/hexanes). The resulting foam which was broken up in hexanes, collected and dried, finally under vacuum at 80° C. to yield the title product (110 mg, 15%) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05529999 |
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| Source dataset | uspto-grants-1996_06 |
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| ORD ID | ord-ae1ca73b6971456db017e41888908628 |
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| Source note | uspto-grants-1996_06 |
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