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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1075446Generated: October 31, 2026

Benzaldehyde → 1-Acetyl-3-benzylidene-2,5-piperazinedione

https://huagongshe.com/reaction/1075446

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehydeHCID 240—
ReactantTriethylamineHCID 8471—
ReactantEthyl AcetateHCID 8857—
Reactant1,4-Diacetyl-2,5-piperazinedioneHCID 540371—
SolventDimethylformamideHCID 6228—
Product1-Acetyl-3-benzylidene-2,5-piperazinedioneHCID 375965338.3%

Reaction Steps

1,4-Diacetyl-2,5-piperazinedione (25.0 g, 126 mmol), which is compound (8) mentioned in Reference Example 1 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. The filtrate was dried (MgSO4) and the solvent removed in vacuo. The residue was recrystallised from EtOAc:Hexane to give 11.78 g (38%) of the title compound as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05902812
Source datasetuspto-grants-1999_05
ORD IDord-95f7566b982f41648d5348d3025ea71d
Source noteuspto-grants-1999_05