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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 442652Generated: October 30, 2026

Benzaldehyde → (Z)-1-Acetyl-3-benzylidenepiperazine-2,5-dione

https://huagongshe.com/reaction/442652

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehydeHCID 240—
ReactantTriethylamineHCID 8471—
ReactantEthyl AcetateHCID 8857—
Reactant1,4-Diacetyl-2,5-piperazinedioneHCID 540371—
SolventDimethylformamideHCID 6228—
Product(Z)-1-Acetyl-3-benzylidenepiperazine-2,5-dioneHCID 5915153—

Reaction Steps

1,4-Diacetyl-2,5-piperazinedione (25.0 g, 126 mmol), which is compound (8) mentioned in Reference Example 3, was heated at 120°-130° C. in DMF (200 ml) with triethylamine (17.6 ml, 126 mmol) and benzaldehyde (13.0 ml, 126 mmol). After 4 h the mixture was cooled to room temperature and poured into EtOAc (1000 ml), and washed three times with brine. Any solid formed at this stage was filtered off.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05891877
Source datasetuspto-grants-1999_04
ORD IDord-62547bda284249ac8cb248340172cbed
Source noteuspto-grants-1999_04