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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1637951Generated: October 25, 2026

4-Nitrobenzaldehyde → 5-[(4-Aminophenyl)methylidene]-1,3-thiazolidine-2,4-dione

https://huagongshe.com/reaction/1637951

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-NitrobenzaldehydeHCID 541—
ReactantThiazolidinedioneHCID 5437—
ReactantPiperidineHCID 8082—
Reactant5-(4-Nitrobenzylidene)-1,3-thiazolidine-2,4-dioneHCID 2768264—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product5-[(4-Aminophenyl)methylidene]-1,3-thiazolidine-2,4-dioneHCID 54182543—

Reaction Steps

Prepared by catalytic hydrogenation of 5-(4-nitro-benzylidene)-thiazolidin-2,4-dione [melting point: 265-270° C.; obtained by heating 4-nitro-benzaldehyde and 2 equivalents of thiazolidin-2,4-dione in the presence of piperidine in toluene using a water separator] in glacial acetic acid on palladium/charcoal (10%) (50° C., 3.5 bar, 0.5 hours).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06043254
Source datasetuspto-grants-2000_03
ORD IDord-55b5b5f99ad647a0932ca3ac0aa578f8
Source noteuspto-grants-2000_03