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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 278956Generated: October 26, 2026

Naphthalic anhydride → 5-Bromobenzo[de]isochromene-1,3-dione

https://huagongshe.com/reaction/278956

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNaphthalic anhydrideHCID 6693—
ReactantBromineHCID 24408—
SolventNitric AcidHCID 944—
Product5-Bromobenzo[de]isochromene-1,3-dioneHCID 390749114.3%

Reaction Conditions

Temperature70 °C

Reaction Steps

Bromine (8.2 g, 51.3 mmol) was added to a solution of 1,8-naphthalic anhydride (10.0 g, 50.5 mmol) in 70% nitric acid (200 mL) at 25° C. The mixture was stirred at 70° C. for 2 hours and cooled overnight. The solids that separated were filtered, washed with water, and dried to give 2.0 g of the title compound (Reference: J. C. S., 1938:1764-1767).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06362181B1
Source datasetuspto-grants-2002_03
ORD IDord-93e4ff68a87b49ae878c5747590257c7
Source noteuspto-grants-2002_03