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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1090288Generated: October 26, 2026

Sodium Iodide → 2,3-Dicyanonaphthalene

https://huagongshe.com/reaction/1090288

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
Reactant3,4,5,6-Tetrabromo-o-xyleneHCID 17771—
ReactantFumaronitrileHCID 637930—
ReactantSodium BisulfiteHCID 23665763—
SolventDimethylformamideHCID 6228—
Product2,3-DicyanonaphthaleneHCID 60127080%

Reaction Conditions

Temperature75 °C

Reaction Steps

To 0.1 mole of tetrabromoxylene, 0.17 mole of fumaronitrile, 0.66 mole of sodium iodide and 400 ml of anhydrous dimethylformamide were added and heated with stirring at 70 to 80° C. for 7 hours. The reaction solution was added to 800 g of ice water. To the deposited precipitate, about 15 g of sodium hydrogen sulfite was added and allowed to stand overnight. After filtration by suction and drying, while 2,3-dicyanonaphthalene was obtained by recrystallization from chloroform/ethanol in yield of 80%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05081236
Source datasetuspto-grants-1992_01
ORD IDord-9055e085ce8c43f884016c9c975cd909
Source noteuspto-grants-1992_01