Piperazine-2,6-dione

Base Information

• Chemical Name: Piperazine-2,6-dione
• CAS No.: 4774-22-5
• Molecular Formula: C4H6N2O2
• Molecular Weight: 114.104
• Hs Code.: 2933599090
• Mol file: 4774-22-5.mol

Synonyms:2,6-Dioxopiperazine;3,5-Dioxopiperazine;NSC 362116;

Chemical Property of Piperazine-2,6-dione

Chemical Property:

• Vapor Pressure: 9.7E-05mmHg at 25°C
• Melting Point: >150 °C (decomp)
• Refractive Index: 1.467
• Boiling Point: 338.6 °C at 760 mmHg
• PKA: 10.90±0.20(Predicted)
• Flash Point: 183 °C
• PSA: 58.20000
• Density: 1.246 g/cm³
• LogP: -1.11000
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,6-Piperazinedione ^*data from reagent suppliers

Safty Information:

• Statements: 43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2,6-Piperazinedione, a dioxopiperazine derivative, is useful for the prevention or treatment of apoptosis.

Technology Process of Piperazine-2,6-dione

There total 9 articles about Piperazine-2,6-dione 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: 40.0%

bromo-acetic acid amide (683-57-8) + glycine ethyl ester hydrochloride (5680-79-5,883886-67-7) → piperazine-3,5-dione (4774-22-5)

Guidance literature:

With potassium hydrogencarbonate; In acetonitrile; for 8h; Heating;

DOI:10.1080/00304940209355746

Reference yield: 33.0%

glycine ethyl ester hydrochloride (5680-79-5,883886-67-7) + Chloroacetamide (79-07-2) → piperazine-3,5-dione (4774-22-5)

Guidance literature:

With potassium hydrogencarbonate; In acetonitrile; for 8h; Reflux;

DOI:10.1002/ardp.201000259

Reference yield:

bromo-acetic acid amide (683-57-8) + amino-acetic acid methyl ester hydrochloride salt (883886-67-7) → piperazine-3,5-dione (4774-22-5)

Guidance literature:

amino-acetic acid methyl ester hydrochloride salt; With potassium hydrogencarbonate; In acetonitrile; at 20 ℃; for 1.5h;

bromo-acetic acid amide; In acetonitrile; Reflux;

DOI:10.1016/j.bioorg.2020.104080

upstream raw materials:

N-carbamoylmethyl-glycine

2,2′-iminobis(acetamide)

iminodiacetic acid monoammonium salt

bromo-acetic acid amide

Downstream raw materials:

3,5-dioxopiperazine-1-carbodithioic acid 3-cyano-3,3-diphenylpropyl ester

4-nitro-piperazine-2,6-dione

piperazine

(S)-4-{6-chloro-2-[1-(4-fluorophenyl)ethylamino]pyrimidin-4-yl}piperazine-2,6-dione

Refernces

• 1、 Hou, Xueling,Ge, Zemei,Wang, Tingmin,Guo, Wei,Wu, Jun,Cui, Jingrong,Lai, Chingsan,Li, Runtao. "Synthesis and structure-activity relationships of A novel class of dithiocarbamic acid esters as anticancer agent". experimental part. p. 320 - 332. Retrieved 2011/11/05.
• 2、 -. "Process for preparing (S)(+)-4,4'(methyl-1,2-ethanediyl)-bis(2,6-piperazinedione)". . . Retrieved 2008/06/13.