HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1-Hydroxybenzotriazole → N-[3-(2,3-dimethyl-3H-imidazol-4-yl)-phenyl]-9H-carbazole-1-carboxamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Edukt | 9h-Carbazole-1-carboxylic acid | HCID 238924 | — |
| Edukt | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Edukt | 3-(1,2-dimethyl-1H-imidazol-5-yl)aniline | HCID 23503662 | — |
| Katalysator | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | N-[3-(2,3-dimethyl-3H-imidazol-4-yl)-phenyl]-9H-carbazole-1-carboxamide | HCID 23503652 | 53,2% |
Reaktionsschritte
To a suspension of 9H-carbazole-1-carboxylic acid (106 mg) and 1-hydroxybenzotriazole (81 mg) in dichloromethane (2 ml) was added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (144 mg) and the mixture was stirred for 15 minutes. After adding 3-(1,2-dimethylimidazol-5-yl)aniline (94 mg) and 4-dimethylaminopyridine (92 mg), the mixture was stirred for 60 hours. The residue was evaporated under reduced pressure and purified by a silica gel column chromatography eluting with 2% methanol in dichloromethane to give N-[3-(2,3-dimethyl-3H-imidazol-4-yl)-phenyl]-9H-carbazole-1-carboxamide (101 mg, 53.2%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06770667B1 |
| Quelldatensatz | uspto-grants-2004_08 |
| ORD ID | ord-84c55895af574d03bbf808bb5896d99d |
| Quellennotiz | uspto-grants-2004_08 |