1-Ethyl-2,3-dioxopiperazine Chemical Properties

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

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 Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-37

WGK Germany 

3

RTECS 

TL6380250

HS Code 

29339900

MSDS

• Language:English Provider:1-Ethyl-2,3-piperazinedione
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

1-Ethyl-2,3-dioxopiperazine Usage And Synthesis

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

1-Ethyl-2,3-dioxopiperazine(59702-31-7)Related Product Information

• Tolperisone hydrochloride
• Cefoperazone sodium
• 1-Ethylpiperazine
• Trinexapac-ethyl
• 4-Ethylacetophenone
• Ethyl acetate
• Ethyl acrylate
• Ethyl cyanoacetate
• Cefoperazone sodium +sulbactam sodium(1:1/2:1)
• Cefoperazone
• 2-(2-Aminoethylamino)ethanol
• N-Aminoethylpiperazine
• 2-Ethylhexyl ferulate
• ISOXADIFEN-ETHYL
• Ethanol
• Piperacillin
• Trazodone
• 2-Butanone oxime