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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 278987Generated: October 25, 2026

Naphthalic anhydride, 3-nitro- → 2-Hydroxy-5-(hydroxy(oxido)amino)-1H-benzo(de)isoquinoline-1,3(2H)-dione

https://huagongshe.com/reaction/278987

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNaphthalic anhydride, 3-nitro-HCID 18194—
ReactantHydroxyamine hydrochlorideHCID 443297—
SolventWaterHCID 962—
SolventPyridineHCID 1049—
Product2-Hydroxy-5-(hydroxy(oxido)amino)-1H-benzo(de)isoquinoline-1,3(2H)-dioneHCID 27214299.2%

Reaction Steps

Hydroxylamine hydrochloride (0.9 g, 13.0 mmol) was added to a suspension of 3-nitro-1,8-naphthalic anhydride (2.0 g, 8.2 mmol) in pyridine (30 mL). The mixture was refluxed for 3 hours and concentrated in vacuo to give a brown solid. The solid was suspended in water, stirred, filtered, and dried to give 2.1 g of the title compound, mp 277-279° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06362181B1
Source datasetuspto-grants-2002_03
ORD IDord-10f12cf3ec3f416baedfe708ec5ed209
Source noteuspto-grants-2002_03