2-Phenyl-4-(phenylthio)isoindoline-1,3-dione

Base Information

• Chemical Name: 2-Phenyl-4-(phenylthio)isoindoline-1,3-dione
• CAS No.: 58045-34-4
• Molecular Formula: C20H13NO2S
• Molecular Weight: 331.395
• DSSTox Substance ID: DTXSID60504418
• Mol file: 58045-34-4.mol

Synonyms:58045-34-4;2-phenyl-4-(phenylthio)isoindoline-1,3-dione;SCHEMBL12380045;DTXSID60504418;2-Phenyl-4-(phenylsulfanyl)-1H-isoindole-1,3(2H)-dione

Chemical Property of 2-Phenyl-4-(phenylthio)isoindoline-1,3-dione

Chemical Property:

• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 331.06669983
• Heavy Atom Count: 24
• Complexity: 482

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N2C(=O)C3=C(C2=O)C(=CC=C3)SC4=CC=CC=C4

Technology Process of 2-Phenyl-4-(phenylthio)isoindoline-1,3-dione

There total 5 articles about 2-Phenyl-4-(phenylthio)isoindoline-1,3-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%

3-nitro-N-phenylphthalimide (19065-85-1) + sodium thiophenolate (930-69-8) → N-phenyl-3-(phenylthio)phthalimide (58045-34-4)

Guidance literature:

With acetic acid; In water; dimethyl sulfoxide; at 50 ℃; for 1.5h;

Reference yield: 94.0%

N-phenyl-maleimide (941-69-5) + 5-phenylsulfanyl-furan-2-carboxylic acid (61942-18-5) → N-phenyl-3-(phenylthio)phthalimide (58045-34-4)

Guidance literature:

With trifluoroacetic acid; In chloroform-d1; at 100 ℃;

DOI:10.1021/jo00244a048

Reference yield:

3-nitrophthalic acid anhydride (641-70-3) → N-phenyl-3-(phenylthio)phthalimide (58045-34-4)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / ethanol / 3 h / Reflux; Inert atmosphere

2: acetic acid / water; dimethyl sulfoxide / 1.5 h / 50 °C

With acetic acid; In ethanol; water; dimethyl sulfoxide;

upstream raw materials:

N-phenyl-maleimide

5-phenylsulfanyl-furan-2-carboxylic acid

3-nitro-N-phenylphthalimide

sodium thiophenolate

Downstream raw materials:

3-(phenylthio)phthalic anhydride

3-phenylthio-phtalic acid