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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1022359Generated: November 2, 2026

Carbazole → HCID 57958074, compound

https://huagongshe.com/reaction/1022359

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbazoleHCID 6854—
Reactant2,6-DibromopyridineHCID 12274—
Reactant1,2-Diaminocyclohexane, trans-HCID 43806—
ReactantPotassium Phosphate, TribasicHCID 62657—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 57958074HCID 5795807470.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

Under a nitrogen atmosphere, 1.0 g (0.0088 mol) of trans-1,2-cyclohexanediamine was added to a mixture of 14.2 g (0.060 mol) of 2,6-dibromopyridine, 5.0 g (0.036 mol) of carbazole, 0.17 g (0.0019 mol) of copper(I) iodide, 31.8 g (0.15 mol) of tripotassium phosphate, and 300 ml of dehydrated 1,4-dioxane at room temperature with stirring and the mixture was heated with stirring under reflux at 100° C. for 6 hours. The reaction solution was cooled to room temperature, the inorganic salts were filtered off, and the solvent was distilled off under reduced pressure. The residue was dissolved in 200 ml of dichloromethane and washed twice with 100 ml of distilled water. The organic layer was dried over anhydrous magnesium sulfate, the magnesium sulfate was filtered off, and the solvent was distilled off under reduced pressure. The residue thus obtained was purified by reslurrying in methanol with application of heat to yield 8.2 g of 9-(6-bromo-2-pyridyl)carbazole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722208B2
Source datasetuspto-grants-2014_05
ORD IDord-3185a869bc994d0892ac5019f757a7b8
Source noteuspto-grants-2014_05