HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1886042Generated: November 3, 2026
Methyl iodide → 1H-benzimidazole, 1-methyl-2-(methylsulfonyl)-
https://huagongshe.com/reaction/1886042
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-(methylsulfonyl)-1H-benzimidazole | HCID 303526 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1H-benzimidazole, 1-methyl-2-(methylsulfonyl)- | HCID 640715 | 88.9% |
Reaction Steps
To a cooled (0° C.), stirred solution of 2-(methylsulfonyl)-1H-benzimidazole (4.60 g, 0.023 mol) in DMF (25 mL) was added NaH (60% dispersion in mineral oil; 0.94 g, 0.023 mol) in several portions. After 1 hour, iodomethane (3.33 g, 0.023 mol) was added. The cooling bath was removed and stirring was continued for 18 hours. The mixture was recooled to 0° C., H2O (75 mL) was added, and the off-white precipitate was collected by filtration to give 4.30 g (88%) of product m.p. 131°-132° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05149700 |
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| Source dataset | uspto-grants-1992_09 |
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| ORD ID | ord-0331452ae5cb4b1683b71b525695cc46 |
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| Source note | uspto-grants-1992_09 |
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