Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | 1-(2-Chloroethyl)-1,3-dihydro-2H-benzimidazol-2-one | HCID 3653471 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 15675385 | HCID 15675385 | 98.9% |
Reaction Steps
In 30 ml of dimethylformamide were dissolved 1.5 g of the above 1:1 (approx.) mixture of Compound h and Compound h', 1.5 g (9.9 mmol) of sodium iodide and 5.0 g (76.3 mmol) of sodium azide and the solution was heated at 120° C. for 48 hours. After cooling, the solvent was distilled off and 50 ml of ethyl acetate was added to the residue. The insolubles were filtered off and the filtrate was washed twice with 5% aqueous sodium thiosulfate solution and, then, three times with saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure to give 1.38 g (98.9%) of 1-(2-azidoethyl)-2,3-dihydro-2-oxo-1H-benzimidazole (Compound i) as light yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05075301 |
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| Source dataset | uspto-grants-1991_12 |
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| ORD ID | ord-4f74d634d08c41cd81e874e4c2c34ed1 |
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| Source note | uspto-grants-1991_12 |
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