Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | 2,4-Dichlorobenzyl chloride | HCID 7212 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 178497593 | HCID 178497593 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 18681108 | HCID 18681108 | 67.5% |
Reaction Steps
A mixture of 2,4-dimethyl-6-methoxycarbonylbenzimidazole (0.900 g), 2,4-dichlorobenzyl chloride (1.20 g), sodium iodide (0.200 g), potassium carbonate (0.610 g) and N,N-dimethylformamide (4 ml) is stirred for 16 hours at 80° C. After removing the organic solvent through evaporation under reduced pressure, ethyl acetate and water are added and extraction is performed. The organic layer is concentrated, hexane is added and it is crystallized. The crystals are separated through filtration, dried and thus, 1-(2,4-dichlorobenzyl)-2,4-dimethyl-6-methoxycarbonylbenzimidazole (1.08 g) is obtained. 1H-NMR (CDCl3, δ): 2.58 (3H, s), 2.71 (3H, s), 3.90 (3H, s), 5.39 (2H, s), 6.30 (1H, d, J=8.4 Hz), 7.07 (1H, dd, J=8.4 and 2.0 Hz), 7.49 (1H, d, J=2.0 Hz), 7.75 (1H, s), 7.81 (1H, s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06348032B1 |
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| Source dataset | uspto-grants-2002_02 |
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| ORD ID | ord-f9166b44929746148dff7d10b767add2 |
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| Source note | uspto-grants-2002_02 |
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