Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | Monosodium phosphate | HCID 23672064 | — |
| Reactant | Lithium 1-(3-chloro-2-pyridinyl)-3-(trifluoromethyl)-1H-pyrazole-5-sulfinate | HCID 68545974 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86616009 | HCID 86616009 | 78.1% |
Reaction Steps
To 100 mL of pH 6 buffer (prepared by dissolving 1.2 g (10 mmol) of sodium dihydrogenphosphate in 100 mL of water and adding 11.2 mL of 1N sodium hydroxide) was added 3.52 g (11.1 mmol) of the title material from Step B. This solution was cooled in an ice bath and 75 mL of ethyl acetate and 1.48 g (11.1 mmol) of N-chlorosuccinimide were added. After 30 minutes the layers were separated. The organic layer was dried (sodium sulfate) and the solvent was removed with a rotary evaporator. To the residue was added carbon tetrachloride and the solids were removed by filtration. The solvent was removed from the filtrate with a rotary evaporator to afford 2.84 g of the title compound as an amber oil. 1HNMR(CDCl3) δ 7.45 (s, 1H), 7.58 (dd, 1h), 8.01 (dd, 1h), 8.58 (dd, 1h).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07674936B2 |
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| Source dataset | uspto-grants-2010_03 |
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| ORD ID | ord-eb3921688f9549afaa64f8c93b1a7ae3 |
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| Source note | uspto-grants-2010_03 |
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