HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 24236Generated: October 29, 2026
Imidazole → 1-(4-Bromo-2-methyl-benzyl)-1H-imidazole
https://huagongshe.com/reaction/24236
Participants
| Role | Name | HCID | Charge |
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| Reactant | Imidazole | HCID 795 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Bromo-1-(bromomethyl)-2-methylbenzene | HCID 22569018 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(4-Bromo-2-methyl-benzyl)-1H-imidazole | HCID 22568822 | — |
Reaction Steps
A solution of imidazole (58.0 mg, 0.86 mmol) in 3 mL DMF was treated with NaH (20.0 mg, 0.86 mmol) and heated to 90° C. After 1 h a solution of 4-bromo-1-bromomethyl-2-methyl-benzene (Intermediate 138, 190.0 mg, 0.72 mmol) in 3 mL DMF was added and stirring at 90° C. continued for 1 hour. The solution was cooled to room temperature and concentrated under reduced pressure. The title compound, 160.0 mg (88%) was isolated by column chromatography (5% MeOH-EtOAc) as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06855512B2 |
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| Source dataset | uspto-grants-2005_02 |
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| ORD ID | ord-90a0611d3a934a2d838b70df98bb0a99 |
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| Source note | uspto-grants-2005_02 |
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