Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-(4-NITRO-BENZYL)-1H-IMIDAZOLE | HCID 10442861 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67106543 | HCID 67106543 | 21% |
Reaction Steps
To a solution of 2-(4-nitro-benzyl)-1H-imidazole (1.58 g, 7.37 mmol) in DMF (10 mL) was added N,N-diisopropylethyl amine (1.93 mL, 11.05 mmol) and heated to 5° C. for 30 min. Ethyl iodide (1.18 mL, 7.37 mmol) was added dropwise and the reaction mixture heated to reflux for 6 h. The solvent was evaporated under reduced pressure, the residue dissolved in dichloromethane and washed with water. The organic layer was dried over sodium sulfate, filtered, evaporated and the residue purified by column chromatography over silica gel (60-120 mesh) using 3% methanol/chloroform as eluent to afford 1-ethyl-2-(4-nitrobenzyl)-1H-imidazole (0.35 g, 21%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08604029B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-84ed1f57970242a3b84ac3784f573e48 |
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| Source note | uspto-grants-2013_12 |
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