Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Chloro-5-nitropyridine | HCID 78308 | — |
| Reactant | HCID 19082072 | HCID 19082072 | — |
| Catalyst | Sodium p-toluenesulfinate | HCID 2723791 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 19082078 | HCID 19082078 | 60.6% |
Reaction Steps
0.59 g (2 mmol) of N-(3-chloro-2-ethylpyridin-4-yl)-4-hydroxyphenylacetamide, 0.32 g (2.2 mmol) of potassium carbonate, 0.35 g (2.2 mmol) of 2-chloro-5-nitropyridine and 0.01 g of sodium 4-toluenesulfinate were dissolved in 5 ml of N,N-dimethylformamide, and the solution was stirred for 50 minutes at 80° C. After completion of the reaction, the reaction solution was poured into water and extracted twice with ethyl acetate. The organic layer was washed with water and then dried over anhydrous magnesium sulfate. Then, ethyl acetate was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (developing solvent: n-hexane/ethyl acetate) to obtain 0.5 g of the desired product as a milky white powder (melting point: 128° to 131° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05763463 |
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| Source dataset | uspto-grants-1998_06 |
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| ORD ID | ord-0dfa572634bd47d9967fc1eee7411b8d |
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| Source note | uspto-grants-1998_06 |
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