Basic information Safety Supplier Related

2,4-Piperadinedione

Basic information Safety Supplier Related

2,4-Piperadinedione Basic information

Product Name:
2,4-Piperadinedione
Synonyms:
  • 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
  • 2,4-PiperadinedioneE
  • Piperidine-2,4-dione 97%
  • 2,4-PIPERADINEDIONE
  • 2,4-Piperidinedione
  • Piperidine-2,4-dione
  • PIPERIDIN-2,4-DIONE
  • dihydropyridine-4,6-dione
CAS:
50607-30-2
MF:
C5H7NO2
MW:
113.11
EINECS:
803-771-9
Product Categories:
  • Pharmaceutical intermediate
  • Heterocycles series
Mol File:
50607-30-2.mol
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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
InChIKey
RDNZDMDLRIQQAX-UHFFFAOYSA-N
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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
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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.

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