Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-(Chloromethyl)-1-(3,4-dichlorophenyl)-1H-pyrazole | HCID 23445015 | — |
| Product | HCID 23445066 | HCID 23445066 | 41% |
Reaction Steps
Sodium hydride (0.24 g of a 55% dispersion in mineral oil, 5.5 mmol) was slowly added to a solution of imidazole (0.19 g, 2.8 mmol) in DMF: (15 ml). After 30 min at 60° C. the mixture was cooled in an ice bath and 4-chloromethyl-1-(3,4-dichloro-phenyl)-1H-pyrazole (0.50 g, 1.9 mmol) was added in one portion. The resulting mixture was stirred for 1 h at 20° C. After evaporation of the solvent the residue was dissolved in AcOEt, washed with H2O, dried (Na2SO4) and chromatographed [silica, elution with gradient CH2Cl2 to 30% (CH2Cl2/MeOH/aq. NH4OH=90:10:1)] to obtain 0.23 g (41%) of the title compound. Mp. 103-104° C. (iPr2O), MS: m/e=293 (M+H+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06667335B2 |
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| Source dataset | uspto-grants-2003_12 |
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| ORD ID | ord-609f853b4670416ea9b773cf5c7e0477 |
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| Source note | uspto-grants-2003_12 |
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