Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Dithionite | HCID 24489 | — |
| Reactant | HCID 67073745 | HCID 67073745 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67074341 | HCID 67074341 | 96.7% |
Reaction Steps
597 mg crude N-(2-fluoro-5-{5-fluoro-3-[(2-fluoro-4-iodophenyl)amino]-2-nitrophenoxy}phenyl)sulfuric diamide (1.028 mmol, 1 eq.) were dissolved in 20 mL THF, warmed to 50° C., treated with a solution of 3.044 g sodium dithionite (17.484 mmol, 17 eq.) in 16 ml of water dropwise over a period of 30 minutes. The resulting mixture was stirred at this temperature for another 5 h. Upon cooling to rt the phases separated. The organic layer was separated, concentrated in vacuo and redissolved in ethyl acetate. The aqueouse layer was diluted with saturated sodium bicarbonate solution and then extracted twice with ethyl acetate. The combined organic layers were washed once with half saturated brine and once with brine saturated, dried, filtered and concentrated in vacuo, providing 547 mg of crude product which was used in the subsequent transformations without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08962606B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-be5f64a124704c65954ffe65cad6f2d2 |
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| Source note | uspto-grants-2015_02 |
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