1-(p-Tolylthio)pyrrolidine-2,5-dione

Base Information

• Chemical Name: 1-(p-Tolylthio)pyrrolidine-2,5-dione
• CAS No.: 39549-10-5
• Molecular Formula: C11H11NO2S
• Molecular Weight: 221.28
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID90461626
• Nikkaji Number: J1.848.584B
• Wikidata: Q82286001
• Mol file: 39549-10-5.mol

Synonyms:1-(p-tolylthio)pyrrolidine-2,5-dione;39549-10-5;1-(4-methylphenyl)sulfanylpyrrolidine-2,5-dione;1-[(4-METHYLPHENYL)SULFANYL]PYRROLIDINE-2,5-DIONE;SCHEMBL11090245;DTXSID90461626;AKOS015840446

Chemical Property of 1-(p-Tolylthio)pyrrolidine-2,5-dione

Chemical Property:

• Melting Point: 98-100 °C
• Boiling Point: 361.1±35.0 °C(Predicted)
• PKA: -2.24±0.20(Predicted)
• PSA: 62.68000
• Density: 1.31±0.1 g/cm3(Predicted)
• LogP: 2.08900
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 221.05104977
• Heavy Atom Count: 15
• Complexity: 256

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)SN2C(=O)CCC2=O

Technology Process of 1-(p-Tolylthio)pyrrolidine-2,5-dione

There total 10 articles about 1-(p-Tolylthio)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: 98.6%

N-Bromosuccinimide (128-08-5) + para-bromotoluene (106-38-7) → 1-[(4-methylphenyl)sulfanyl]pyrrolidine-2,5-dione (39549-10-5)

Guidance literature:

With diammonium sulfide; 2-Methylpiperidin; In dimethyl sulfoxide; at 20 - 90 ℃; for 12h; Reagent/catalyst; Solvent; Catalytic behavior; Inert atmosphere;

Reference yield: 93.0%

Succinimide (123-56-8,89963-74-6) + para-thiocresol (106-45-6) → 1-[(4-methylphenyl)sulfanyl]pyrrolidine-2,5-dione (39549-10-5)

Guidance literature:

para-thiocresol; With sulfuryl dichloride; triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

Succinimide; With triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.5b01889

Reference yield: 90.0%

N-chloro-succinimide (128-09-6) + para-thiocresol (106-45-6) → 1-[(4-methylphenyl)sulfanyl]pyrrolidine-2,5-dione (39549-10-5)

Guidance literature:

N-chloro-succinimide; para-thiocresol; In toluene; at 20 ℃; for 1h; Inert atmosphere;

With triethylamine; In toluene; at 40 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.joc.1c00448

upstream raw materials:

4-methylphenyl methylsulfide

N-Bromosuccinimide

di(p-tolyl) disulfide

N-chloro-succinimide

Downstream raw materials:

4-methylphenyl-2’,4’,6’-trimethylphenylsulfide

4-methylphenyl-2’,4’,6’-trimethoxyphenylsulfide

2-[(4-methyl)phenylthio]-1,4-naphthoquinone