| Identification | Back Directory | [Name]
2,4-Piperadinedione | [CAS]
50607-30-2 | [Synonyms]
2,4-PIPERADINEDIONE
2,4-Piperidinedione
PIPERIDIN-2,4-DIONE
2,4-Dioxopiperidine
Piperidine-2,4-dione
2,4-PiperadinedioneE
2,4-Diketopiperidine
2,4-Piperidinedione>
Piperidine-2,4-dione 97%
2,4-Piperidinedione, 95+%
dihydropyridine-4,6-dione
piperidine-2,4-dione, dihydropyridine-4,6-dione, 2,4-dioxopiperidine, 2,4-piperidinedione, piperidin-2,4-dione, 2,4-diketopiperidine, Piperidine-2,4-dione | [EINECS(EC#)]
803-771-9 | [Molecular Formula]
C5H7NO2 | [MDL Number]
MFCD08704814 | [MOL File]
50607-30-2.mol | [Molecular Weight]
113.11 |
| Chemical Properties | Back Directory | [Melting point ]
98.0 to 102.0 °C | [Boiling point ]
362.1±35.0 °C(Predicted) | [density ]
1.184±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,2-8°C | [form ]
powder to crystal | [pka]
12.00±0.70(Predicted) | [color ]
White to Orange to Green | [InChI]
InChI=1S/C5H7NO2/c7-4-1-2-6-5(8)3-4/h1-3H2,(H,6,8) | [InChIKey]
RDNZDMDLRIQQAX-UHFFFAOYSA-N | [SMILES]
N1CCC(=O)CC1=O |
| Hazard Information | Back Directory | [Description]
2,4-Piperidinedione is an important piperidine ring-containing intermediate, and its 2,4-piperidinedione, as a characteristic fragment, is widely used as an intermediate in the synthesis of ibrutinib and paliperidone drugs. | [Chemical Properties]
White to light yellow solid | [Uses]
2,4-Piperidinedione is a reactant in the synthesis of 1,4-dihydropyridines as TGFβ/Smad inhibitors. | [Preparation]
The synthesis of 2,4-Piperidinedione involved dissolving 400 mg (2.34 mmol, 1.00 eq.) of Methyl 2,4-dioxo-piperidine-3-carboxylate in a mixture of acetonitrile (20 mL) and water (0.2 mL). The solution was then heated to approximately 86° C. and maintained at this temperature for around 4 hours. After completion of the reaction, the solvent was removed under vacuum, leaving behind a residue of 2,4-Piperidinedione. This residue was further purified using silica gel column chromatography with a mobile phase consisting of dichloromethane and methanol in a ratio of 100:1. The target product, 2,4-Piperidinedione, was obtained as a white solid, with a yield of 27%, corresponding to 70 mg. |
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