2,4-Piperadinedione
- CAS No.
- 50607-30-2
- Chemical Name:
- 2,4-Piperadinedione
- Synonyms
- Piperidine-2,4-dione;PIPERIDIN-2,4-DIONE;2,4-Piperidinedione;2,4-PIPERADINEDIONE;2,4-Dioxopiperidine;2,4-Diketopiperidine;2,4-PiperadinedioneE;2,4-Piperidinedione>Piperidine-2,4-dione 97%;2,4-Piperidinedione, 98%
- CBNumber:
- CB3511804
- Molecular Formula:
- C5H7NO2
- Molecular Weight:
- 113.11
- MDL Number:
- MFCD08704814
- MOL File:
- 50607-30-2.mol
- MSDS File:
- SDS
| 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 |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302-H315-H317-H319-H335 |
| Precautionary statements | P280-P301+P312+P330-P302+P352-P305+P351+P338 |
| 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 price More Price(32)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 759368 | 2,4-Piperidinedione 97% | 50607-30-2 | 250mg | $64.5 | 2025-07-31 | Buy |
| TCI Chemical | P2296 | 2,4-Piperidinedione >98.0%(GC)(T) | 50607-30-2 | 200mg | $19 | 2025-07-31 | Buy |
| TCI Chemical | P2296 | 2,4-Piperidinedione >98.0%(GC)(T) | 50607-30-2 | 1g | $60 | 2025-07-31 | Buy |
| TRC | P480020 | 2,4-Piperidinedione | 50607-30-2 | 2.5g | $120 | 2021-12-16 | Buy |
| TRC | P480020 | 2,4-Piperidinedione | 50607-30-2 | 5g | $165 | 2021-12-16 | Buy |
2,4-Piperadinedione Chemical Properties,Uses,Production
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.
Synthesis
845267-78-9
50607-30-2
The general procedure for the synthesis of 2,4-piperidinediones from tert-butyl 2,4-dipiperidone-1-carboxylate was as follows: at 0 °C and under nitrogen protection, Boc-β-alanine (25 g, 132 mmol), Meldrum acid (20.9 g, 145 mmol), and 4-dimethylaminopyridine (DMAP, 24.2 g, 198 mmol) were dissolved in 700 mL of anhydrous dichloromethane (DCM). To this solution was added 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCI, 30.4 g, 158 mmol). The reaction mixture was slowly warmed to room temperature and stirred overnight. After completion of the reaction, the reaction mixture was washed with 5% KHSO4 aqueous solution (0.5 L x 4). The organic layer was dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give the crude product [tert-butyl [3-(2,2-dimethyl-4,6-dioxo-[1,3]dioxol-5-yl)-3-oxo-propyl]-carbamate. The crude product was dissolved in 600 mL of ethyl acetate and refluxed for 4 hours. It was concentrated under reduced pressure to a volume of about 150 mL and subsequently crystallized at 4°C overnight. The solid was collected by filtration and washed with cold ethyl acetate to afford 18.4 g (65% yield) of 2,4-piperidinedione.1H NMR (400 MHz, DMSO-D6) δppm: 1.44 (s, 9H), 2.44 (m, 2H), 3.71 (m, 2H), 4.95 (s, 1H), 11.2 (bs, 1H). The resulting product was converted quantitatively to piperidine-2,4-dione by dissolving in dichloromethane and treating with trifluoroacetic acid for 3 h at room temperature.
References
[1] Patent: WO2008/104475, 2008, A1. Location in patent: Page/Page column 22
[2] Patent: WO2012/35078, 2012, A1. Location in patent: Page/Page column 144
[3] Patent: US2014/45872, 2014, A1. Location in patent: Paragraph 0911
[4] Journal of Medicinal Chemistry, 2008, vol. 51, # 3, p. 487 - 501
[5] Angewandte Chemie - International Edition, 2014, vol. 53, # 14, p. 3594 - 3598
2,4-Piperadinedione Preparation Products And Raw materials
Raw materials
1of2
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Accela ChemBio Inc. | +1-858-6993322 | info@accelachem.com | United States | 21193 | 58 |
| Henan Fengda Chemical Co., Ltd | +86-371-86557731 +86-13613820652 | info@fdachem.com | China | 20185 | 58 |
| Capot Chemical Co.,Ltd. | +8613336195806 | sales@capot.com | China | 29734 | 60 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21620 | 55 |
| Speranza Chemical Co., Ltd. | +86-86-075521030354 +8618688942810 | sophieliu@speranzachem.com | China | 925 | 55 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29852 | 58 |
| Nanjing Baifuli Technology Co., Ltd. | +86-15335185688 | sales@unisyn.cn | CHINA | 332 | 58 |
| Alchem Pharmtech,Inc. | 8485655694 | sales@alchempharmtech.com | United States | 63687 | 58 |
| CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 49975 | 58 |
| Antai Fine Chemical Technology Co.,Limited | 18503026267 | info@antaichem.com | CHINA | 9636 | 58 |
View Lastest Price from 2,4-Piperadinedione manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2025-09-25 | Piperidine-2,4-dione
50607-30-2
|
US $200.00-1.00 / KG | 1KG | 99%, 99.5% Sublimated | g-kg-tons, free sample is available | Henan Fengda Chemical Co., Ltd | |
 |
2019-07-06 | 2,4-Piperadinedione
50607-30-2
|
US $1.00 / KG | 1KG | 99% | Customized | Career Henan Chemical Co | |
 |
2019-07-06 | 2,4-PiperadinedioneE
50607-30-2
|
US $1.00 / KG | 1KG | 97% | 200KG | Career Henan Chemical Co |
-
- Piperidine-2,4-dione
50607-30-2
- US $200.00-1.00 / KG
- 99%, 99.5% Sublimated
- Henan Fengda Chemical Co., Ltd
-
- 2,4-Piperadinedione
50607-30-2
- US $1.00 / KG
- 99%
- Career Henan Chemical Co
-
- 2,4-PiperadinedioneE
50607-30-2
- US $1.00 / KG
- 97%
- Career Henan Chemical Co
50607-30-2(2,4-Piperadinedione)Related Search:
1of4
