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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 22457Generated: October 25, 2026

Ammonia → HCID 178508665, compound

https://huagongshe.com/reaction/22457

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant2,3-DicyanonaphthaleneHCID 601270—
ReactantSodium MethoxideHCID 10942334—
SolventMethanolHCID 887—
ProductHCID 178508665HCID 178508665—

Reaction Steps

That is, α, α, α', α'-tetrabromo-o-xylene [the formula (V)] in an amount of 0.1 mol and fumaronitrile in an amount of 0.178 mol are reacted at 75° C. for 7 hours in the presence of 0.67 mol of sodium iodide in anhydrous N,N-dimethylformamide to yield 2,3-dicyanonaphthalene of the formula (VI). Subsequently, 57.3 mmol of the 2,3-dicyanonaphthalene is reacted with ammonia in the presence of sodium methoxide in methanol with heating for 3 hours to yield 1,3-diiminobenzo(f)isoindoline of the formula (VII). Further, 30.6 mmol of the 1,3-diiminobenzo(f)-isoindoline was reacted with 47.1 mmol of silicon tetrachloride in anhydrous tetralin and anhydrous tri-n-butylamine under reflux for about 3 hours to give dichlorosilicon naphthalocyanine [SiNcX2 (X=Cl)] which can be represented by the formula (II) except that the two OHs are replaced by two Cl's. Then, this compound is treated with concentrated sulfuric acid and then concentrated ammonia water to give dihydroxysilicon naphthalocyanine [SiNcX2 (X=OH)] of the formula (II).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05428152
Source datasetuspto-grants-1995_06
ORD IDord-f05990fe844b4cce93c6baa2e4f245c1
Source noteuspto-grants-1995_06