Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Chloro-1,3-dihydro-6-nitro-2H-benzimidazol-2-one | HCID 14566226 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 5303056 | HCID 5303056 | 95% |
Reaction Steps
5-Chloro-6-nitro-1H-benzo[d]imidazol-2(3H)-one (1.00 g, 4.7 mmol) was stirred in DMF (50 mL) then potassium carbonate (1.29 g, 9.4 mmol) and iodomethane (2.66 g, 18.7 mmol) were added. The reaction was stirred at 75° C. for 1.5 h. The reaction was allowed to cool and solvents were removed under reduced pressure. The residue was partitioned between water and ethyl acetate and the phases were separated. The aqueous phase was extracted with ethyl acetate and the combined organic extracts were through a phase separation cartridge and evaporated to afford a brown solid (1.07 g, 95%), which was taken through to the next step with no further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08796296B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-5c6a789b5b924062a002ea32e538ff52 |
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| Source note | uspto-grants-2014_08 |
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