Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Sodium Thiosulfate | HCID 24477 | — |
| Reactant | N-Iodosuccinimide | HCID 120273 | — |
| Reactant | 3-(5-chlorothiophen-2-yl)-5-methyl-1H-pyrazole | HCID 5260620 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67260755 | HCID 67260755 | 76% |
Reaction Steps
3-(5-Chloro-2-thienyl)-5-methyl-1H-pyrazole (40.3 mmol) was dissolved in 70 mL dry N,N-dimethylformamide and cooled to 0° C. under nitrogen atmosphere. N-Iodosuccinimide (42.7 mmol) was added in small portions at 0° C. The reaction mixture was allowed to warm to room temperature and was stirred overnight. The solution was poured into a mixture of saturated aqueous sodium thiosulfate solution and saturated aqueous sodium carbonate solution (1:1) at room temperature. The precipitate was filtered, washed thoroughly with water, dissolved in ethyl acetate, dried over MgSO4, filtered and evaporated to afford 9.9 g of 3-(5-chloro-2-thienyl)-4-iodo-5-methyl-1H-pyrazole (76% yield) that was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08685974B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-38bdeb2159a14d31be15e999213cddf8 |
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| Source note | uspto-grants-2014_04 |
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