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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2277358Generated: October 25, 2026

Nitrogen → [4'-(8,12b-Diazabenzo[a]aceanthrylen-8-yl)biphenyl-4-yl]diphenylamine

https://huagongshe.com/reaction/2277358

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogenHCID 947—
ReactantTris(1,1-dimethylethyl)phosphineHCID 83681—
Reactant4-Bromo-4'-(diphenylamino)biphenylHCID 11315550—
ReactantSodium t-butoxideHCID 23676156—
Reactant8H-8,12b-Diazabenzo[a]aceanthryleneHCID 67110567—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product[4'-(8,12b-Diazabenzo[a]aceanthrylen-8-yl)biphenyl-4-yl]diphenylamineHCID 67324186—

Reaction Steps

A degassed solution of 35.6 g (89 mmol) of (4′-bromobiphenyl-4-yl)-diphenylamine and 22.0 g (81 mmol) of 8H-8,12b-diazabenzo[a]aceanthrylene in 1000 ml of dioxane is saturated with N2 for 1 h. Then firstly 1.0 ml (4 mmol) of P(tBu)3, then 0.4 g (2 mmol) of palladium(II) acetate are added to the solution, and 11.7 g (122 mmol) of NaOtBu in the solid state are subsequently added. The reaction mixture is heated under reflux for 18 h. After cooling to room temperature, 1000 ml of water are carefully added. The organic phase is separated off, washed with 4×50 ml of water and dried over MgSO4, and the solvent is removed in vacuo. The pure product is obtained by recrystallisation and final sublimation in a high vacuum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133119B2
Source datasetuspto-grants-2015_09
ORD IDord-ecf6fc362d3a484090a4aaeee18f7bf1
Source noteuspto-grants-2015_09