Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzimidazole | HCID 5798 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 19592648 | HCID 19592648 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 19592437 | HCID 19592437 | 74.5% |
Reaction Steps
To a stirred solution of benzimidazole (26.5 mg) in N,N-dimethylformamide (1 ml) was added sodium hydride (60% in oil, 8.6 mg) in an ice bath, and the mixture was stirred at the same temperature for half an hour. To this mixture was added 4-bromomethyl-8-(2,6-dichlorobenzoylamino)quinoline (80 mg) one portion, and the reaction mixture was stirred at the same temperature for half an hour and then at ambient temperature for one hour. Water was added thereto, and the resulting precipitate was collected by filtration. The solid was washed with hot 95% aqueous ethanol (1 ml) and allowed to cool to ambient temperature. The solid was collected by filtration and air-dried to give 4-(1H-benzimidazol-1-ylmethyl)-8-(2,6-dichlorobenzoylamino)quinoline (65 mg) as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06008230 |
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| Source dataset | uspto-grants-1999_12 |
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| ORD ID | ord-17d357a7c1834d308e34e54d141c6050 |
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| Source note | uspto-grants-1999_12 |
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