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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 566999Generated: October 27, 2026

4-Nitro-1,8-naphthalic anhydride → 2-Hydroxy-6-nitro-benzo[de]isoquinoline-1,3-dione

https://huagongshe.com/reaction/566999

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Nitro-1,8-naphthalic anhydrideHCID 81150—
ReactantHydroxyamine hydrochlorideHCID 443297—
SolventPyridineHCID 1049—
Product2-Hydroxy-6-nitro-benzo[de]isoquinoline-1,3-dioneHCID 81986572.4%

Reaction Steps

4-Nitro-1,8-naphthalic anhydride (2.61 g, 10.7 mmol) and hydroxylamine hydrochloride (1.5 g, 21.4 mmol) were reacted in pyridine (50 mL) following the procedure of Example 1. The crude product was recrystallized from ethanol to give 2.0 g of the title compound, mp 255-260° C.;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06177423B1
Source datasetuspto-grants-2001_01
ORD IDord-00bd1af3804e464ca9716b9613743df7
Source noteuspto-grants-2001_01