Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-Chlorobenzimidazole | HCID 78572 | — |
| Reactant | 3-(2-Bromoethoxy)prop-1-yne | HCID 287925 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 15585274 | HCID 15585274 | 53.1% |
Reaction Steps
2-Chlorobenzimidazole (30.0 g) and 2-bromoethyl propargyl ether (41.0 g) are dissolved in N,N-dimethylformamide (300 ml), and thereto is added a 25% aqueous sodium hydroxide (40.0 g), and the mixture is stirred at 60° C. for 4 hours. Water (700 ml) is added to the reaction mixture, and the mixture is extracted with ethyl acetate. The extract is washed with water, dried over anhydrous magnesium sulfate and then concentrated. The resulting residue is distilled under reduced pressure to give 2-chloro-1-[2-(propargyloxy)ethyl]benzimidazole (24.5 g) as a colorless oily substance, b.p. 158°-160° C./1.2 mmHg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04430343 |
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| Source dataset | uspto-grants-1984_02 |
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| ORD ID | ord-8ec87a3ec5aa4400ae44cac223eb8321 |
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| Source note | uspto-grants-1984_02 |
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