| Identification | More | [Name]
N-Ethyl-2,3-dioxopiperazine | [CAS]
59702-31-7 | [Synonyms]
1-ETHYL-2,3-DIKETOPIPERAZINE
1-ETHYL-2,3-DIOXOPIPERAZINE
1-ETHYL-2,3-PIPERAZINEDIONE
1-ETHYLPIPERAZINE-2,3-DIONE
4-ETHYL-2,3-DIOXO-PIPERAZINE
4-ETHYL-2,3-DIOXYPIPERAZINE
N-ETHYL-2,3-DIKETOPIPERAZINE
N-ETHYL-2,3-DIOXOPIPERAZINE
N-ETHYLPIPERAZINE-2,3-DIONE
N-Ethyl-2,3-diketonepiperazine
N-ETHYLPIPERAZINE-2 3-DIONE 97%
1-Ethylpiperazine-2,3-dione,98+%
N-Ethyl-2,3-dioxopiperazine, 98+%
n-ethylpiperizine-2,3-dione
1-ETHYL-2,3-DIOXOPIPERAZINE/N-ETHYL-PIPERAZINEDIOXIDE | [EINECS(EC#)]
261-866-5 | [Molecular Formula]
C6H10N2O2 | [MDL Number]
MFCD00051825 | [Molecular Weight]
142.16 | [MOL File]
59702-31-7.mol |
| Chemical Properties | Back Directory | [Appearance]
WHITE TO PALE YELLOW CRYSTALLINE POWDER | [Melting point ]
106-110 °C(lit.) | [Boiling point ]
259.72°C (rough estimate) | [density ]
0.64
| [refractive index ]
1.5010 (estimate) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
2000 g/L | [form ]
Solid | [pka]
12.57±0.20(Predicted) | [color ]
White to Off-White | [Water Solubility ]
2000 g/L | [BRN ]
879076 | [Major Application]
pharmaceutical | [InChI]
InChI=1S/C6H10N2O2/c1-2-8-4-3-7-5(9)6(8)10/h2-4H2,1H3,(H,7,9) | [InChIKey]
ZBEKOEYCWKIMGU-UHFFFAOYSA-N | [SMILES]
N1(CC)CCNC(=O)C1=O | [CAS DataBase Reference]
59702-31-7(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [RTECS ]
TL6380250
| [HS Code ]
29339900 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
1-Ethyl-2,3-dioxopiperazine is WHITE TO PALE YELLOW CRYSTALLINE POWDER
| [Uses]
1-Ethyl-2,3-dioxopiperazine (Piperacillin EP Impurity E; Piperacillin USP Related Compound E) is an intermediate used in the new process for the synthesis of Piperacillin sodium. | [Uses]
1-Ethyl-2,3-dioxopiperazine is an intermediate used in the new process for the synthesis of Piperacillin sodium.
| [Synthesis]
A. Prepare Mixed Solution A by dissolving 11 g of N-ethyl ethylenediamine in 8 g of anhydrous methanol.B. Add 25 ml of anhydrous methanol to a dry three-necked flask and 2 g of glacial acetic acid under stirring, and when it is completely dissolved, 11 g of diethyl oxalate was slowly added at 25-30 °C, and the temperature of the reaction system was subsequently lowered to 15-20 °C. This mixed solution was transferred to a dropping funnel and set aside.C. Mixed Solution A was slowly added dropwise to Mixed Solution B, keeping the reaction temperature between 30-50 °C for 30-50 min. After the reaction was completed, the temperature was raised to 50°C and the reaction was continued for 1 hour. At the end of the reaction, methanol was removed by concentration under reduced pressure.D. 66 ml of solvent B was added to the reaction mixture and the temperature of the system was slowly lowered from 50 °C to room temperature (25-30 °C) to allow the product to crystallize slowly. Finally 14.77 g of N-ethyl-2,3-dioxopiperazine was obtained in 83.21% yield and 99.32% purity. | [References]
[1] Patent: CN107417630, 2017, A. Location in patent: Paragraph 0017-0041 |
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