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

Base Information

• Chemical Name: 2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethyl methanesulfonate
• CAS No.: 155863-36-8
• Molecular Formula: C7H9NO5S
• Molecular Weight: 219.21506
• European Community (EC) Number: 623-749-0
• DSSTox Substance ID: DTXSID501212095
• Mol file: 155863-36-8.mol

Synonyms:155863-36-8;2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethyl methanesulfonate;2-Maleimidoethyl mesylate;2-Maleinimidoethyl mesylate;2-(2,5-DIOXOPYRROL-1-YL)ETHYL METHANESULFONATE;2-Maleimidoethyl methanesulfonate;Linker 8;SCHEMBL460742;PMKKIDFHWBBGDA-UHFFFAOYSA-N;DTXSID501212095;MFCD08702657;AKOS025403711;J-009251;1-[2-[(Methylsulfonyl)oxy]ethyl]-1H-pyrrole-2,5-dione;2-Maleimidoethyl mesylate, technical, >=90.0% (HPLC);1H-Pyrrole-2,5-dione, 1-[2-[(methylsulfonyl)oxy]ethyl]-;2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethylmethanesulfonate

Chemical Property of 2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethyl methanesulfonate

Chemical Property:

• Boiling Point: 437.6±28.0 °C(Predicted)
• PKA: -2.45±0.20(Predicted)
• PSA: 89.13000
• Density: 1.485±0.06 g/cm3(Predicted)
• LogP: -0.09370
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 219.02014356
• Heavy Atom Count: 14
• Complexity: 359

Purity/Quality:

97% ^*data from raw suppliers

2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethylmethanesulfonate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CS(=O)(=O)OCCN1C(=O)C=CC1=O

Technology Process of 2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethyl methanesulfonate

There total 3 articles about 2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethyl methanesulfonate 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: 43.0%

1-(2-hydroxyethyl)-1H-pyrrole-2,5-dione (1585-90-6) + Methanesulfonic anhydride (7143-01-3) → 2-(2,5-dioxo-1H-pyrrol-1-yl)ethyl methanesulfonate (155863-36-8)

Guidance literature:

at 105 ℃; for 3.5h; Inert atmosphere;

Reference yield:

1-(2-hydroxyethyl)-1H-pyrrole-2,5-dione (1585-90-6) + methanesulfonyl chloride (124-63-0) → 2-(2,5-dioxo-1H-pyrrol-1-yl)ethyl methanesulfonate (155863-36-8)

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 25 ℃; for 1h; Inert atmosphere;

DOI:10.1039/d1ob00754h

Reference yield:

4-(2-hydroxyethyl)-10-oxa-4-azatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione → 2-(2,5-dioxo-1H-pyrrol-1-yl)ethyl methanesulfonate (155863-36-8)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 5 h / 110 °C / Inert atmosphere

2: 3.5 h / 105 °C / Inert atmosphere

In toluene;

upstream raw materials:

1-(2-hydroxyethyl)-1H-pyrrole-2,5-dione

Methanesulfonic anhydride

methanesulfonyl chloride