2,4-Piperadinedione Chemical Properties

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. 

under inert gas (nitrogen or Argon) at 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

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-36/37/38-43

Safety Statements 

26-36/37

RIDADR 

UN 3335

WGK Germany 

3

HS Code 

2933790090

2,4-Piperadinedione Usage And Synthesis

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.

2,4-Piperadinedione(50607-30-2)Related Product Information

• DROPERIDOL
• Haloperidol
• 2',4'-Dichloroacetophenone
• 2,2,6,6-Tetramethyl-4-piperidinol
• Triacetonediamine
• METHYPRYLON
• Diphenoxylate
• 3,3-DIMETHYLGLUTARIMIDE
• DL-Glutethimide
• 2,6-Dioxopiperidine-3-ammonium chloride
• Aminoglutethimide
• Ethyl 4-(4,4-dimethyl-2,6-dioxopiperidin-1-yl)benzoate
• 1-benzylpiperidine-3,5-dione
• 5-ETHYL-2,4-PIPERIDINEDIONE
• Antineoplaston A10
• N-Benzyl-2,6-piperidinedion
• 6-Phenylazaperhydroine-2,4-dione
• 3-ETHYL-3-METHYLGLUTARIMIDE