Benzenesulfonic acid 1,3-dioxo-1,3-dihydro-isoindol-2-yl ester

Base Information

• Chemical Name: Benzenesulfonic acid 1,3-dioxo-1,3-dihydro-isoindol-2-yl ester
• CAS No.: 19361-97-8
• Molecular Formula: C14H9NO5S
• Molecular Weight: 303.295
• NSC Number: 127166
• DSSTox Substance ID: DTXSID50298970
• Nikkaji Number: J2.216.923H
• Wikidata: Q82041107
• ChEMBL ID: CHEMBL1504009

Synonyms:Benzenesulfonic acid 1,3-dioxo-1,3-dihydro-isoindol-2-yl ester;19361-97-8;MLS000567450;SMR000173772;(1,3-dioxoisoindol-2-yl) benzenesulfonate;NSC127166;SCHEMBL64368;N-Benzenesulfonyloxyphthalimide;cid_278068;CHEMBL1504009;BDBM32857;N-(phenylsulphonyloxy)phthalimide;DTXSID50298970;HMS2529E18;benzenesulfonic acid phthalimido ester;AKOS000506050;NSC-127166;SR-01000359600;SR-01000359600-1;2-[(phenylsulfonyl)oxy]-1H-isoindole-1,3(2H)-dione;benzenesulfonic acid (1,3-dioxo-2-isoindolyl) ester;[1,3-bis(oxidanylidene)isoindol-2-yl] benzenesulfonate;1H-Isoindole-1,3(2H)-dione, 2-[(phenylsulfonyl)oxy]-

Chemical Property of Benzenesulfonic acid 1,3-dioxo-1,3-dihydro-isoindol-2-yl ester

Chemical Property:

• Vapor Pressure: 1.21E-09mmHg at 25°C
• Boiling Point: 487.2°Cat760mmHg
• Flash Point: 248.5°C
• Density: 1.59g/cm³
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 303.02014356
• Heavy Atom Count: 21
• Complexity: 508

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)S(=O)(=O)ON2C(=O)C3=CC=CC=C3C2=O

Technology Process of Benzenesulfonic acid 1,3-dioxo-1,3-dihydro-isoindol-2-yl ester

There total 6 articles about Benzenesulfonic acid 1,3-dioxo-1,3-dihydro-isoindol-2-yl ester 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: 80.0%

N-hydroxyphthalimide (524-38-9) + benzenediazonium tetrafluoroborate (369-57-3) → 1,3-dioxoisoindolin-2-yl benzenesulfonate (19361-97-8)

Guidance literature:

With 1,4-diazabicyclo[2.2.2]octane-triethylenediamine-bis(sulfur dioxide); In 1,2-dichloro-ethane; at 60 ℃; for 8h; Solvent; Temperature; Inert atmosphere;

DOI:10.1002/adsc.201700501

Reference yield: 53.0%

N-hydroxyphthalimide (524-38-9) + benzenesulfonyl chloride (98-09-9) → 1,3-dioxoisoindolin-2-yl benzenesulfonate (19361-97-8)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 4h;

DOI:10.1016/j.bmcl.2021.128290

Reference yield:

bis(1,3-dioxoisoindolin-2-yloxy)manganese + benzenesulfonyl chloride (98-09-9) → 1,3-dioxoisoindolin-2-yl benzenesulfonate (19361-97-8)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1002/bkcs.11461

upstream raw materials:

N-hydroxyphthalimide

benzenesulfonyl chloride

phthalic anhydride

benzenediazonium tetrafluoroborate

Downstream raw materials:

p-tolyl 2-(((p-tolyloxy)carbonyl)amino)benzoate

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