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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1354566Generated: October 27, 2026

4-Nitrobenzaldehyde → 9-(4-Nitrostyryl)acridine

https://huagongshe.com/reaction/1354566

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-NitrobenzaldehydeHCID 541—
Reactant9-MethylacridineHCID 11913—
CatalystZincchlorideHCID 3007855—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product9-(4-Nitrostyryl)acridineHCID 7309895535%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 9-methylacridine (4.83 g, 25.0 mmol), 4-nitrobenzaldehyde (4.23 g, 31.25 mmol) and zinc chloride (5.06 g, 31.25 mmol) is heated at 130° C. for 3 hours with an oil bath. The solid recovered is heated in a solution of sodium metabisulfite in order to eliminate the excess aldehyde and the hot mixture is filtered. Precipitates obtained are dissolved in a minimum amount of tetrahydrofuran and water is added to the solution so as to obtain the product in the form of precipitates. These precipitates are recovered by filtration and dried. The product can be recrystallized from ethanol. The yield is 35%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07223865B2
Source datasetuspto-grants-2007_05
ORD IDord-6365a65917e243f8801d5fc57c5ecc48
Source noteuspto-grants-2007_05