Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl Chloride | HCID 7503 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | HCID 178524956 | HCID 178524956 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 22632373 | HCID 22632373 | — |
Reaction Steps
10 g (63.7 mmol) of 4-nitro-3-pyrazolecarboxylic acid was dissolved in 100 ml of methanol. 5.7 ml (76.4 mmol) of thionyl chloride was added dropwise to the obtained solution under cooling with ice. The temperature was elevated to room temperature and the obtained mixture was stirred for 2 days. After the treatment with ethyl acetate as the extracting solvent by an ordinary method, the solvent was evaporated. The obtained crude product was dissolved in 150 ml of DMF. 9.5 g (68.8 mmol) of potassium carbonate and 7.5 ml (65.0 mmol) of benzyl chloride were added to the obtained solution, and they were stirred at room temperature overnight. After the treatment with ethyl acetate as the extracting solvent by an ordinary method, the obtained crude product was purified by the silica gel column chromatography to obtain the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06825191B2 |
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| Source dataset | uspto-grants-2004_11 |
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| ORD ID | ord-0d3ebd03ed194ab5a282b89c2c2ad885 |
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| Source note | uspto-grants-2004_11 |
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