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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2296593Generated: October 25, 2026

Sodium Iodide → 8,15-Benzo[a]pentacenequinone

https://huagongshe.com/reaction/2296593

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
Reactant1,4-AnthraquinoneHCID 69457—
Reactant1-(Bromomethyl)-2-(dibromomethyl)naphthaleneHCID 12367150—
SolventDimethylformamideHCID 6228—
Product8,15-Benzo[a]pentacenequinoneHCID 12367153—

Reaction Conditions

Temperature70 °C

Reaction Steps

In an atmosphere of argon, 6.9 g (33 mmole) of 1,4-anthraquinone, 9.8 g (25 mmole) of 1-(bromomethyl)-2-(dibromomethyl)naphthalene and 25 g (660 mmole) of sodium iodide were dissolved into 85 ml of dry dimethylformamide. After the exothermic reaction was completed, the reaction solution was heated to 70° C. and stirred for 8 hours. After the reaction was completed, the formed crystals were separated by filtration and washed with methanol and water and light yellow needle crystals of 8,15-benzo[a]pentacenequinone were obtained in the quantitative amount.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06489046B1
Source datasetuspto-grants-2002_12
ORD IDord-1a55eab8c8d84a5eaecd0f49749f25e5
Source noteuspto-grants-2002_12