1-(2-HYDROXY-ETHYL)-PYRROLE-2,5-DIONE

Base Information

• Chemical Name: 1-(2-HYDROXY-ETHYL)-PYRROLE-2,5-DIONE
• CAS No.: 1585-90-6
• Molecular Formula: C6H7NO3
• Molecular Weight: 141.126
• Hs Code.: 2925190090
• Mol file: 1585-90-6.mol

Synonyms:N-(2-Hydroxyethyl)maleimide;2-Hydroxyethyl maleimide;1-(2-Hydroxyethyl)pyrrole-2,5-dione;Maleimide,N-(2-hydroxyethyl)- (7CI,8CI);

Chemical Property of 1-(2-HYDROXY-ETHYL)-PYRROLE-2,5-DIONE

Chemical Property:

• Vapor Pressure: 8.27E-05mmHg at 25°C
• Melting Point: 70-71℃
• Refractive Index: 1.56
• Boiling Point: 304.5 °C at 760 mmHg
• PKA: 14.21±0.10(Predicted)
• Flash Point: 138 °C
• PSA: 57.61000
• Density: 1.395 g/cm³
• LogP: -1.15840
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

1-(2-Hydroxy-ethyl)-pyrrole-2,5-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1-(2-Hydroxy-ethyl)-pyrrole-2,5-dione is a substituted succinimide with antibacterial and cytotoxic activities.

Technology Process of 1-(2-HYDROXY-ETHYL)-PYRROLE-2,5-DIONE

There total 14 articles about 1-(2-HYDROXY-ETHYL)-PYRROLE-2,5-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: 99.0%

4-(2-hydroxyethyl)-10-oxa-4-azatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione → 1-(2-hydroxyethyl)-1H-pyrrole-2,5-dione (1585-90-6)

Guidance literature:

In toluene; at 110 ℃; Inert atmosphere;

DOI:10.1039/c5tb02576a

Reference yield: 93.0%

4-(2-hydroxy-ethyl)-10-oxa-4-aza-tricyclo[5.2.1.02,6]dec-8-ene-3,5-dione (32620-90-9) → 1-(2-hydroxyethyl)-1H-pyrrole-2,5-dione (1585-90-6)

Guidance literature:

With 1,4-dimethoxybezene; In xylene; at 130 ℃; for 3.25h; Heating / reflux;

Reference yield: 88.0%

maleic anhydride (108-31-6) + ethanolamine (141-43-5) → 1-(2-hydroxyethyl)-1H-pyrrole-2,5-dione (1585-90-6)

Guidance literature:

With sulfuric acid; copper(II) sulfate; sodium sulfate; In 5,5-dimethyl-1,3-cyclohexadiene; at 140 ℃; for 2h;

DOI:10.1002/ardp.201600047

upstream raw materials:

N-(2-Hydroxyethyl)-maleinsaeureamid

maleic anhydride

ethanolamine

2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethyl acetate

Downstream raw materials:

2,2-bis(2-maleimidoethoxy)-propane

2-(2,5-dioxo-1H-pyrrol-1-yl)ethyl methanesulfonate

Refernces

• 1、 Linares, Irwin A.P.,de Oliveira, Kleber T.,Perussi, Janice Rodrigues. "Chlorin derivatives sterically-prevented from self-aggregation with high antitumor activity for photodynamic therapy". . p. 518 - 527. Retrieved 2017.
• 2、 Laborie, Marie-Pierre,Roucoules, Vincent,de Oliveira, Jamerson Carneiro. "Thermodynamic and kinetic study of Diels–Alder reaction between furfuryl alcohol and N-hydroxymaleimides — An assessment for materials application". . . Retrieved 2020.
• 3、 Deng, Guohua,Chen, Yongming. "A novel way to synthesize star polymers in one pot by ATRP of N-[2-(2-bromoisobutyryloxy)ethyl]maleimide and styrene". . p. 18 - 26. Retrieved 2004.
• 4、 Wei, Wei,Luo, Cong,Yang, Jincheng,Sun, Bingjun,Zhao, Dongyang,Liu, Yan,Wang, Yingli,Yang, Wenqian,Kan, Qiming,Sun, Jin,He, Zhonggui. "Precisely albumin-hitchhiking tumor cell-activated reduction/oxidation-responsive docetaxel prodrugs for the hyperselective treatment of breast cancer". . p. 187 - 199. Retrieved 2018.
• 5、 Zhang, Min,De Bo, Guillaume. "A Catenane as a Mechanical Protecting Group". . p. 5029 - 5033. Retrieved 2020.
• 6、 Archer, Noel Edward,Grant, Michael Jeffery,Tanaka, Joji,You, Wei. "Reversible-Addition Fragmentation Chain Transfer Step-Growth Polymerization". supporting information. p. 15918 - 15923. Retrieved 2021/10/21.