HuagongsheHuagongshe Chemistry Print Report · For research reference only
9h-Carbazole-1-carboxylic acid → N-[3-(1,2,4-triazol-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-(1H-1,2,4-Triazol-1-yl)aniline | HCID 23503656 | — |
| Reactant | HCID 178527226 | HCID 178527226 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[3-(1,2,4-triazol-1-yl)-phenyl]-9H-carbazole-1-carboxamide | HCID 23503658 | 41.6% |
Reaction Steps
To a suspension of 9H-carbazole-1-carboxylic acid (148 mg) and 1-hydroxybenzothiazole (114 mg) in dichloromethane (3 ml) was added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (201 mg) and the mixture was stirred for 15 minutes. After adding 3-(1,2,4-triazol-1-yl)aniline (123 mg) and 4-dimethylaminopyridine (128 mg), the mixture was stirred for 24 hours. The mixture was evaporated under reduced pressure and purified by a silica gel column chromatography eluting with 2% methanol in dichloromethane to give N-[3-(1,2,4-triazol-1-yl)-phenyl]-9H-carbazole-1-carboxamide (103 mg, 41.5%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06770667B1 |
| Source dataset | uspto-grants-2004_08 |
| ORD ID | ord-df7052b2c49f4b7486929b1f93185364 |
| Source note | uspto-grants-2004_08 |