3,5-Dioxopiperazine-1-carbaldehyde

Base Information

• Chemical Name: 3,5-Dioxopiperazine-1-carbaldehyde
• CAS No.: 165824-59-9
• Molecular Formula: C5H6N2O3
• Molecular Weight: 142.11300
• DSSTox Substance ID: DTXSID20365547
• Wikidata: Q82150308
• Mol file: 165824-59-9.mol

Synonyms:3,5-dioxopiperazine-1-carbaldehyde;165824-59-9;1-Piperazinecarboxaldehyde, 3,5-dioxo-;1-Piperazinecarboxaldehyde, 3,5-dioxo- (9CI);4-formyl-2,6-piperazinedione;DTXSID20365547;STK525357;AKOS005459121;CS-0265429;EN300-98486

Chemical Property of 3,5-Dioxopiperazine-1-carbaldehyde

Chemical Property:

• Boiling Point: 475.6±38.0 °C(Predicted)
• PKA: 9.78±0.20(Predicted)
• PSA: 69.97000
• Density: 1.526±0.06 g/cm3(Predicted)
• LogP: -1.04910
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 142.03784206
• Heavy Atom Count: 10
• Complexity: 173

Purity/Quality:

99% ^*data from raw suppliers

3,5-dioxopiperazine-1-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(=O)NC(=O)CN1C=O

Technology Process of 3,5-Dioxopiperazine-1-carbaldehyde

There total 2 articles about 3,5-Dioxopiperazine-1-carbaldehyde 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: 53.5%

ammonium formate (540-69-2) + iminodiacetic acid (142-73-4) → 4-formyl-2,6-piperazinedione (165824-59-9)

Guidance literature:

In N,N-dimethyl-formamide; toluene; at 150 - 170 ℃; for 4h;

DOI:10.1007/BF01171293

Reference yield:

ammonium formate (16712-16-6,64165-14-6,65387-22-6,70179-79-2,540-69-2) + iminodiacetic acid (142-73-4) → 4-formyl-2,6-piperazinedione (165824-59-9)

Guidance literature:

ammonium formate; iminodiacetic acid; In N,N-dimethyl-formamide; at 150 - 160 ℃; for 1h; Dean-Stark;

In N,N-dimethyl-formamide; toluene; at 160 - 170 ℃; for 3h; Dean-Stark;

DOI:10.1055/s-0035-1562618

Reference yield:

4-formyl-2,6-piperazinedione (165824-59-9) → piperazine-2,6-dione hydrochloride (35975-30-5)

Guidance literature:

With hydrogenchloride; In ethanol; for 3h; Heating;

DOI:10.1007/BF01171293

upstream raw materials:

ammonium formate

iminodiacetic acid

ammonium formate

Downstream raw materials:

piperazine-2,6-dione hydrochloride

Refernces

• 1、 Roh, Jaroslav,Karabanovich, Galina,Novakova, Veronika,?im?nek, Tomá?,Vávrová, Kate?ina. "Large-Scale Synthesis of Piperazine-2,6-dione and Its Use in the Synthesis of Dexrazoxane Analogues". . p. 4580 - 4588. Retrieved 2016/12/14.