Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanethiol | HCID 6343 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 118205927 | HCID 118205927 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 118113402 | HCID 118113402 | — |
Reaction Steps
1.03 g of 60% sodium hydride (oil-based) was added to a mixture of 1.82 mL of ethanethiol and 59 ml of THF under ice cooling, and the mixture was stirred for 1 hour under ice cooling. A mixture of 8.92 g of 3,5-dichloro-N-methyl-N-(4-trifluoromethylsulfanylphenyl)picolinamide and 59 ml of THF was added to the reaction mixture under ice cooling, and the mixture was stirred at room temperature for 7 hours. Water was poured to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure, and the resulting residue was applied to a silica gel column chromatography to obtain 9.02 g of 5-chloro-3-ethylsulfanyl-N-methyl-N-(4-trifluoromethylsulfanylphenyl)picolinamide (hereinafter, referred to as Compound of Present Invention 158).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09185910B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-ec95089dfb2743a09a35c9a6de24b243 |
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| Source note | uspto-grants-2015_11 |
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