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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 437963Generated: October 30, 2026

4-Chloroaniline → 3-acetyl-5-[1-(4-chloroanilino)ethylidene]-4-hydroxypyran-2,6-dione

https://huagongshe.com/reaction/437963

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-ChloroanilineHCID 7812—
Reactant3,5-Diacetyl-2,6-dihydroxy-4h-pyran-4-oneHCID 135465969—
SolventTolueneHCID 1140—
Product3-acetyl-5-[1-(4-chloroanilino)ethylidene]-4-hydroxypyran-2,6-dioneHCID 178467266—

Reaction Steps

3,5-Diacetyl-4,6-dihydroxy-2H-pyran-2-one (5.3 g.) is dissolved in 200 ml. of boiling toluene and an equimolar amount of p-chloroaniline is added. The mixture is refluxed for 12 hours, cooled and filtered to yield 5-acetyl-3-[1-(p-chlorophenylamino)ethylidene]-4-hydroxy-2H-pyran-2,6(3H)-dione, m.p. 205°-206° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04032652
Source datasetuspto-grants-1977_06
ORD IDord-33891477f837461d97e2f2397f921677
Source noteuspto-grants-1977_06