Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Methoxyethanol | HCID 8019 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 10560803 | HCID 10560803 | — |
| Product | HCID 23110953 | HCID 23110953 | — |
Reaction Steps
2-Chloro-6-methyl-4-methylthio-3-nitropyridine (2.80 g, 12.81 mmol) was dissolved in 2-methoxyethanol (40 mL). Potassium carbonate (1.90 g, 13.75 mmol) was added to the solution, followed by stirring for 5 hours at 60° C. The mixture was allowed to stand for cooling. Subsequently, the resultant mixture was extracted with ether-water, and the organic layer was washed with saturated brine, followed by drying sodium sulfate anhydrate and concentration under reduced pressure. The obtained residue was purified through silica gel column chromatography [(1) (eluent: n-hexane/ethyl acetate=4/1→n-hexane/ethyl acetate=2/1), (2) (eluent: chloroform)], to thereby yield 2-[(2-methoxyethyl)oxy]-6-methyl-4-methylthio-3-nitropyridine as a pale yellow oil (2.21 g, 67%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07459552B2 |
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| Source dataset | uspto-grants-2008_12 |
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| ORD ID | ord-4d1245a9fda84a209dc70b8df5effdb4 |
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| Source note | uspto-grants-2008_12 |
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