Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Bis(2-bromoethyl) ether | HCID 21521 | — |
| Reactant | HCID 178516421 | HCID 178516421 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57861963 | HCID 57861963 | — |
Reaction Steps
A mixture of 1-(3,4-dichlorophenyl)-1H-pyrazol-3-ol (229 mg, 1 mmol; compound prepared in the same way as Example 1, Scheme 1-step 1B), 1-bromo-2-(2-bromoethoxy)ethane (515 mg, 2 mmol), potassium carbonate (0.42 g, 3 mmol) and sodium iodide (0.15 g, 1 mmol) in dimethylformamide (12 ml) was stirred, under dry nitrogen atmosphere, at room temperature overnight. The inorganic solid was filtered off and solvent was evaporated to dryness in vacuo. The remaining residue was partitioned between water and ethyl ether. The combined organic phases were washed with water and dried over sodium sulphate, filtered and evaporated in vacuo. The residue was stirred with petroleum ether at 45° C. and decanted for 3 times to yield, after drying, 466 mg of 3-(2-(2-bromoethoxy)ethoxy)-1-(3,4-dichlorophenyl)-1H-pyrazole which was used without further purification in the next step of synthesis.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08138186B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-d55b4166fdeb48718602880d8b167b1a |
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| Source note | uspto-grants-2012_03 |
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