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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1470619Generated: November 2, 2026

Sulfuric Acid → 5-chloro-1H-indole-2,3-dione

https://huagongshe.com/reaction/1470619

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantN-(4-Chlorophenyl)-2-(hydroxyimino)acetamideHCID 6400534—
Product5-chloro-1H-indole-2,3-dioneHCID 87203—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a hot solution of conc. H2SO4 (20 mL) at 60° C. was added portion wise N-(4-chloro-phenyl)-2-hydroxyimino-acetamide (5.5 g, 27.0 mmol). After the addition, the temperature was increased to 80° C. and maintained for one hour. After completion of the reaction, the reaction mixture was poured on to crushed ice and the resulting precipitated solid was separated, filtered, washed with water (2-3 times) and dried to obtain the title compound as brick red solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006454B2
Source datasetuspto-grants-2015_04
ORD IDord-2bff98477e874cc98ba6f4fdabaa58ed
Source noteuspto-grants-2015_04