HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyanogen Bromide → 2-Amino-1-(4-chlorobenzyl)-5-trifluoromethylbenzimidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyanogen Bromide | HCID 10476 | — |
| Reactant | 1,2-Benzenediamine, N1-[(4-chlorophenyl)methyl]-4-(trifluoromethyl)-, hydrochloride (1:1) | HCID 19023737 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 2-Amino-1-(4-chlorobenzyl)-5-trifluoromethylbenzimidazole | HCID 127722 | — |
Reaction Steps
To an ice cooled solution of 2-(4-chlorobenzylamino)-5-trifluoromethylaniline hydrochloride (6.74 g, 20 mmol) in DMF (100 ml) and triethylamine (2.8 ml) was added cyanogen bromide (2.75 g, 26 mmol). The ice bath was removed after two hours and the mixture was stirred overnight at room temperature. The reaction mixture was diluted with water and neutralized with an aqueous solution of sodium carbonate (5%). The product was filtered off and purified with activated charcoal and crystallization from ethanol. Yield 2.93 g (45%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05314903 |
| Source dataset | uspto-grants-1994_05 |
| ORD ID | ord-c4ade3f8a9ae4bbdb21e038f648467f0 |
| Source note | uspto-grants-1994_05 |