Piperazine-2,3,5,6-tetrone

Base Information

• Chemical Name: Piperazine-2,3,5,6-tetrone
• CAS No.: 49715-78-8
• Molecular Formula: C4H2N2O4
• Molecular Weight: 142.071
• NSC Number: 129592
• UNII: 3RT8Z7D4Q8
• DSSTox Substance ID: DTXSID10964366
• Nikkaji Number: J3.478.814F
• Wikipedia: Tetraketopiperazine
• Wikidata: Q60632632
• Mol file: 49715-78-8.mol

Synonyms:piperazine-2,3,5,6-tetrone;tetraketopiperazine;2,3,5,6-Piperazinetetrone;49715-78-8;Piperazinetetrone;Piperazine-2,3,5,6-tetraone;2,3,5,6-tetraketopiperazine;NSC-129592;3RT8Z7D4Q8;UNII-3RT8Z7D4Q8;NSC129592;2,5,6-Piperazinetetrone;2,3,5,6-tetraoxopiperazine;SCHEMBL6851025;DTXSID10964366;AKOS025149608;A937363;Z56759702

Chemical Property of Piperazine-2,3,5,6-tetrone

Chemical Property:

• Melting Point: >360 °C
• PKA: 4.27±0.20(Predicted)
• PSA: 92.34000
• Density: 1.681g/cm³
• LogP: -2.05680
• XLogP3: -1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 142.00145655
• Heavy Atom Count: 10
• Complexity: 194

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1(=O)C(=O)NC(=O)C(=O)N1

Technology Process of Piperazine-2,3,5,6-tetrone

There total 10 articles about Piperazine-2,3,5,6-tetrone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 82.1%

2,3-dichloroquinoxaline (2213-63-0) → piperazine-2,3,5,6-tetraone (49715-78-8)

Guidance literature:

With cobalt(II) acetate; ozone; In water; acetic acid; at 69.9 ℃;

Reference yield: 82.1%

2,3-dihydroxyquinoxaline (15804-19-0) → piperazine-2,3,5,6-tetraone (49715-78-8)

Guidance literature:

With cobalt(II) acetate; ozone; In water; acetic acid; at 69.9 ℃;

Reference yield: 74.0%

Glycine anhydride (106-57-0) → piperazine-2,3,5,6-tetraone (49715-78-8)

Guidance literature:

With chromium(VI) oxide; In acetic acid; for 0.0333333h; Heating;

upstream raw materials:

oxamic acid

Ethyl oxamate

N-methylaniline

2,3-dichloroquinoxaline

Downstream raw materials:

Oxalamide

oxalic acid

3,6-dianilino-pyrazine-2,5-dione

Refernces

• 1、 Ranganathan,Vaish,Shah. "Protein backbone modification by novel C(α)-C side-chain scission". . p. 6545 - 6557. Retrieved 2007/10/02.
• 2、 Tyupalo, N. F.,Semenyuk, T. N.,Kolbasina, O. I.. "Reactions of ozone with heteroarenes". . p. 463 - 465. Retrieved 2007/10/02.