Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Sodium Thiosulfate | HCID 24477 | — |
| Reactant | N-Iodosuccinimide | HCID 120273 | — |
| Reactant | HCID 67260271 | HCID 67260271 | — |
| Reactant | HCID 67260914 | HCID 67260914 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67262031 | HCID 67262031 | 11% |
Reaction Steps
To a mixture of 1-propyl-3-(2-thienyl)-1H-pyrazole and 1-propyl-5-(2-thienyl)-1H-pyrazole (80:20, 5.0 mmol) in 18 mL dry N,N-dimethylformamide under argon atmosphere was added N-iodosuccinimide (5.2 mmol) in small portions. The reaction mixture was stirred overnight at room temperature. 5% aqueous sodium thiosulfate solution and saturated aqueous sodium carbonate solution were added and the mixture was stirred at room temperature for 1 h, then extracted with ethyl acetate. The combined organic extracts were successively washed with water and brine, dried over MgSO4, filtered and concentrated. The residue was purified by chromatography on silica gel (toluene:ethyl acetate 100:0 to 0:100) to afford 180 mg 4-iodo-1-propyl-3-(2-thienyl)-1H-pyrazole (11% yield).
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-6321344171ef4d4b9d7e83765db04a73 |
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| Source note | uspto-grants-2014_04 |
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