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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1028304Generated: November 2, 2026

Water → 9H-Carbazole-3-carbonitrile

https://huagongshe.com/reaction/1028304

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3-BromocarbazoleHCID 252446—
ReactantHCID 178418546HCID 178418546—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product9H-Carbazole-3-carbonitrileHCID 2110734388.1%

Reaction Steps

A solution of 3-bromo-9H-carbazole (123.4 mg, 0.50 mmol) and CuCN (49.9 mg, 0.56 mmol) in N-methyl-pyrrolidone (2 mL) was heated at 200° C. for 5 h. The cooled reaction mixture was poured into water and the precipitate was filtered and washed with ethyl acetate. The filtrate was extracted with ethyl acetate and the combined ethyl acetate extracts were washed with water, brine, dried (Na2SO4), filtered, and concentrated in vacuo. The crude residue was purified by flash column chromatography to afford the product as a white solid (84.7 mg, 88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735440B2
Source datasetuspto-grants-2014_05
ORD IDord-783c72d6b14b40bc9bb0b0135c2e9603
Source noteuspto-grants-2014_05