1-[(4-Methylphenyl)sulfonyl]pyrrolidine-2,5-dione

Base Information

• Chemical Name: 1-[(4-Methylphenyl)sulfonyl]pyrrolidine-2,5-dione
• CAS No.: 32368-44-8
• Molecular Formula: C11H11NO4S
• Molecular Weight: 253.279
• NSC Number: 77905
• DSSTox Substance ID: DTXSID20291771
• Wikidata: Q82029826
• Mol file: 32368-44-8.mol

Synonyms:32368-44-8;1-Tosylpyrrolidine-2,5-dione;1-[(4-methylphenyl)sulfonyl]pyrrolidine-2,5-dione;NSC77905;NCIOpen2_004625;SCHEMBL1562072;DTXSID20291771;NSC-77905

Chemical Property of 1-[(4-Methylphenyl)sulfonyl]pyrrolidine-2,5-dione

Chemical Property:

• Vapor Pressure: 4.64E-07mmHg at 25°C
• Boiling Point: 413.9°Cat760mmHg
• Flash Point: 204.1°C
• Density: 1.436g/cm³
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 253.04087901
• Heavy Atom Count: 17
• Complexity: 413

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)N2C(=O)CCC2=O

Technology Process of 1-[(4-Methylphenyl)sulfonyl]pyrrolidine-2,5-dione

There total 5 articles about 1-[(4-Methylphenyl)sulfonyl]pyrrolidine-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: 82.0%

succinic acid anhydride (108-30-5) + toluene-4-sulfonamide (70-55-3) → 1-tosylpyrrolidine-2,5-dione (32368-44-8)

Guidance literature:

With 5Cs⁽¹⁺⁾*H⁽¹⁺⁾*P₂W₁₈O₆₂^(6-) = Cs₅HP₂W₁₈O₆₂; In water; for 1.5h; Inert atmosphere; Reflux; Green chemistry;

DOI:10.1080/00397911.2018.1535077

Reference yield: 80.0%

Succinimide (123-56-8,89963-74-6) + p-toluenesulfonyl chloride (98-59-9) → 1-tosylpyrrolidine-2,5-dione (32368-44-8)

Guidance literature:

With dmap; triethylamine; In tetrahydrofuran; dichloromethane; at 0 - 20 ℃;

DOI:10.1021/acs.orglett.1c03541

Reference yield: 10.0%

succinic acid anhydride (108-30-5) + 2-amino-benzthiazole (136-95-8,102337-98-4,84293-42-5) + toluene-4-sulfonamide (70-55-3) → 1-tosylpyrrolidine-2,5-dione (32368-44-8) + N1-(benzo[d]thiazol-2-yl)-N4-tosylsuccinamide + 1-(benzo[d]thiazol-2-yl)pyrrolidine-2,5-dione

Guidance literature:

With 5Cs⁽¹⁺⁾*H⁽¹⁺⁾*P₂W₁₈O₆₂^(6-) = Cs₅HP₂W₁₈O₆₂; In water; at 20 ℃; Green chemistry;

DOI:10.1002/jhet.3753

upstream raw materials:

succinic acid anhydride

toluene-4-sulfonamide

succinoyl dichloride

2-amino-benzthiazole

Downstream raw materials:

1,1,4,4-tetraphenyl-1,4-butanediol

toluene-4-sulfonamide

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