2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)ethyl methanesulfonate

Base Information

• Chemical Name: 2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)ethyl methanesulfonate
• CAS No.: 128648-56-6
• Molecular Formula: C₁₁H₁₁NO₅S
• Molecular Weight: 269.278
• DSSTox Substance ID: DTXSID10595250
• Wikidata: Q82490232

Synonyms:2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)ethyl methanesulfonate;128648-56-6;2-(1,3-dioxoisoindol-2-yl)ethyl methanesulfonate;SCHEMBL6716400;DTXSID10595250;HPLFXWOGOZXMAA-UHFFFAOYSA-N;AKOS015863044;N-[2-(methanesulfonyloxy)ethyl]phthalimide;CS-0252109;EN300-59002;G33557;A805854;Z898457150;2-(1,3-DIOXOISOINDOLIN-2-YL)ETHYL METHANESULFONATE;2-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl methanesulfonate;2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)ethylmethanesulfonate

Chemical Property of 2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)ethyl methanesulfonate

Chemical Property:

• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 269.03579362
• Heavy Atom Count: 18
• Complexity: 429

Purity/Quality:

97% ^*data from raw suppliers

2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)ethylmethanesulfonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CS(=O)(=O)OCCN1C(=O)C2=CC=CC=C2C1=O

Technology Process of 2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)ethyl methanesulfonate

There total 2 articles about 2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-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:

N-(2-Hydroxyethyl)phthalimide (3891-07-4) + methanesulfonyl chloride (124-63-0) → 2-(1,3-dioxoisoindolin-2-yl)ethyl methanesulfonate (128648-56-6)

Guidance literature:

With triethylamine; In dichloromethane;

Reference yield:

phthalic anhydride (85-44-9) → 2-(1,3-dioxoisoindolin-2-yl)ethyl methanesulfonate (128648-56-6)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 12 h / Reflux

2: N-ethyl-N,N-diisopropylamine; dmap / dichloromethane / 1 h / 0 - 25 °C / Inert atmosphere

With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; toluene;

DOI:10.1039/d1ob00754h

Reference yield:

ethyl 2-ethoxy-3-hydroxyphenylpropionate + 2-(1,3-dioxoisoindolin-2-yl)ethyl methanesulfonate (128648-56-6) → Ethyl 2-ethoxy-3-[4-(2-phthaliminoethoxy)phenyl]propionate

Guidance literature:

In ISOPROPYLAMIDE; toluene;

upstream raw materials:

N-(2-Hydroxyethyl)phthalimide

methanesulfonyl chloride

phthalic anhydride

Downstream raw materials:

N-(2-ortho-nitrophenoxyethyl)phthalimide

2-(2-iodoethyl)isoindoline-1,3-dione

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