HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Azide → 1h-Benzimidazole-1-carboxylic acid,4-(azidomethyl)-,1,1-dimethylethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | tert-Butyl 4-(bromomethyl)-1H-benzo[d]imidazole-1-carboxylate | HCID 15744964 | — |
| Catalyst | Sodium Iodide | HCID 5238 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | 1h-Benzimidazole-1-carboxylic acid,4-(azidomethyl)-,1,1-dimethylethyl ester | HCID 20714761 | 84% |
Reaction Steps
A mixture of 4-(bromomethyl)benzimidazole-1-carboxylic acid, 1,1-dimethylethyl ester (1.08 g, 3.5 mmol), sodium azide (240 mg, 3.7 mmol), and sodium iodide (5 mg) in acetone (10 mL) was heated at reflux for 66 h. The solvent was evaporated and dichloromethane was added. The solution was washed with dilute aqueous sodium hydrogen carbonate, dried (Na2SO4), filtered and evaporated to give 4-(azidomethyl)benzimidazole-1-carboxylic acid, 1,1-dimethylethyl ester (800 mg, 84%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06331640B1 |
| Source dataset | uspto-grants-2001_12 |
| ORD ID | ord-27327c4258684afeadd890a78dc3a8c3 |
| Source note | uspto-grants-2001_12 |