Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | O-Methylhydroxylamine hydrochloride | HCID 521874 | — |
| Reactant | 4-Methoxy-6-[3-(trifluoromethyl)phenoxy] picolinic acid | HCID 10903076 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 15906613 | HCID 15906613 | — |
Reaction Steps
0.4 g (0.00128 mol) of 4-methoxy-6-{3-(trifluoromethyl)phenoxy)-2-pyridine carboxylic acid was mixed with 0.3 g (0.00128×2.0 mol) of thionyl chloride and then with about 10 ml of benzene and a small amount of DMF, followed by treating the obtained mixture under reflux for about 30 minutes. The reaction solution was concentrated and mixed with methylene chloride and then with 0.21 g (0.00128×2.0 mol) of methoxylamine hydrochloride and 0.33 g (0.00128×2.5 mol) of triethyl amine, followed by stirring at room temperature for about one hour. The reaction solution was distributed in ethyl acetate-saturated sodium bicarbonate water, and washed with saturated brine. The organic phase of the solution was dried with anhydrous sodium sulfate, concentrated and purified by silica gel column chromatography (eluting solution: ethyl acetate/hexane), thereby obtaining an aimed product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06339045B1 |
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| Source dataset | uspto-grants-2002_01 |
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| ORD ID | ord-68cb5e2d217c44cdbf0fb9dece2826b1 |
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| Source note | uspto-grants-2002_01 |
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