HuagongsheHuagongshe Chemistry Print Report · For research reference only
9h-Carbazole-1-carboxylic acid → N-[3-(4-methylimidazol-1-yl)-phenyl]-9H-carbazole-1-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 9h-Carbazole-1-carboxylic acid | HCID 238924 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 3-(4-Methyl-1H-imidazol-1-yl)benzenamine | HCID 15030167 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[3-(4-methylimidazol-1-yl)-phenyl]-9H-carbazole-1-carboxamide | HCID 23503654 | 37% |
Reaction Steps
To a suspension of 9H-carbazole-1-carboxylic acid (106 mg) and 3-(4-methylimidazol-1-yl)aniline (87 mg) in dichloromethane (5 ml) were added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (144 mg) and 4-dimethylaminopyridine (31 mg), and the mixture was stirred for 40 hours. The mixture was diluted with dichloromethane and washed with water and brine. The mixture was dried over magnesium sulfate and evaporated under reduced pressure. The residue was triturated with methanol, and the insoluble material was collected by filtration and dried to give N-[3-(4-methylimidazol-1-yl)-phenyl]-9H-carbazole-1-carboxamide (68 mg, 37.0%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06770667B1 |
| Source dataset | uspto-grants-2004_08 |
| ORD ID | ord-e8b4323ba73e4f46baf10e027924f249 |
| Source note | uspto-grants-2004_08 |