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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1835486Generated: October 27, 2026

9h-Carbazole-1-carboxylic acid → N-[3-(4-methylimidazol-1-yl)-phenyl]-9H-carbazole-1-carboxamide

https://huagongshe.com/reaction/1835486

Reaction equation

Participants

RoleNameHCIDCharge
Reactant9h-Carbazole-1-carboxylic acidHCID 238924—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant3-(4-Methyl-1H-imidazol-1-yl)benzenamineHCID 15030167—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductN-[3-(4-methylimidazol-1-yl)-phenyl]-9H-carbazole-1-carboxamideHCID 2350365437%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06770667B1
Source datasetuspto-grants-2004_08
ORD IDord-e8b4323ba73e4f46baf10e027924f249
Source noteuspto-grants-2004_08