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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1835475Generated: October 25, 2026

9h-Carbazole-1-carboxylic acid → N-[3-(4,5-dimethylimidazol-1-yl)-phenyl]-9H-carbazole-1-carboxamide

https://huagongshe.com/reaction/1835475

Reaction equation

Participants

RoleNameHCIDCharge
Reactant9h-Carbazole-1-carboxylic acidHCID 238924—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant3-(4,5-Dimethylimidazol-1-yl)phenylamineHCID 23503651—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductN-[3-(4,5-dimethylimidazol-1-yl)-phenyl]-9H-carbazole-1-carboxamideHCID 23503680—

Reaction Steps

To a suspension of 9H-carbazole-1-carboxylic acid (116 mg) and 3-(4,5dimethylimidazol-1-yl)aniline (103 mg) in dichloromethane (5 ml) were added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (158 mg) and 4-dimethylaminopyridine (101 mg), and the mixture was stirred for 20 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. After trituration with methanol, the residue was collected by filtration and dried to give N-[3-(4,5-dimethylimidazol-1-yl)-phenyl]-9H-carbazole-1-carboxamide (86 mg, 41.1%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06770667B1
Source datasetuspto-grants-2004_08
ORD IDord-2116fdca062949a8951a8235e1bcecd0
Source noteuspto-grants-2004_08