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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1983964Generated: October 26, 2026

Hydrochloric Acid → 2-{4-[ethyl(2-hydroxyethyl)amino]phenyl}-6-nitro-1H-benzo[de]isoquinolin-1,3(2H)-dione

https://huagongshe.com/reaction/1983964

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant4-Nitro-1,8-naphthalic anhydrideHCID 81150—
ReactantN-ethyl-N-(2-hydroxyethyl)-p-phenylenediamine sulfate monohydrateHCID 20189862—
SolventImidazoleHCID 795—
Product2-{4-[ethyl(2-hydroxyethyl)amino]phenyl}-6-nitro-1H-benzo[de]isoquinolin-1,3(2H)-dioneHCID 86613406—

Reaction Steps

2.0 g (8.22 mmol) of 4-nitronaphthalene-1,8-dicarboxylic anhydride and 2.68 g (9.04 mmol) of N-ethyl-N-(2-hydroxyethyl)-p-phenylenediamine sulfate monohydrate were stirred in 12 g of molten imidazole at 130° C. under an argon atmosphere for 1 hour. After cooling, the mixture was poured into 400 mL of 2 N hydrochloric acid and the precipitate was suction-filtered off, washed with water and dried. The resulting product was used in Step 2 without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07544215B2
Source datasetuspto-grants-2009_06
ORD IDord-af8281ffb2db4133af0792afd2f8cd30
Source noteuspto-grants-2009_06