5H-1,3-Dithiolo[4,5-c]pyrrol-2-one, 5-[(4-methylphenyl)sulfonyl]-

Base Information

• Chemical Name: 5H-1,3-Dithiolo[4,5-c]pyrrol-2-one, 5-[(4-methylphenyl)sulfonyl]-
• CAS No.: 250687-28-6
• Molecular Formula: C12H9NO3S3
• Molecular Weight: 311.406
• DSSTox Substance ID: DTXSID40471917
• Nikkaji Number: J2.376.988C
• Wikidata: Q82300612
• Mol file: 250687-28-6.mol

Synonyms:250687-28-6;5H-1,3-Dithiolo[4,5-c]pyrrol-2-one, 5-[(4-methylphenyl)sulfonyl]-;5-Tosyl-5H-[1,3]dithiolo[4,5-c]pyrrol-2-one;SCHEMBL2553900;DTXSID40471917;AHPBQGAOWWFLQH-UHFFFAOYSA-N;5-tosyl-1,3-dithiolo[4,5-c]pyrrol-2-one;1,3-Dihydro-N-tosyl-1,3-dithiolo[4,5-c]pyrrol-2-one

Chemical Property of 5H-1,3-Dithiolo[4,5-c]pyrrol-2-one, 5-[(4-methylphenyl)sulfonyl]-

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 310.97445667
• Heavy Atom Count: 19
• Complexity: 449

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)N2C=C3C(=C2)SC(=O)S3

Technology Process of 5H-1,3-Dithiolo[4,5-c]pyrrol-2-one, 5-[(4-methylphenyl)sulfonyl]-

There total 9 articles about 5H-1,3-Dithiolo[4,5-c]pyrrol-2-one, 5-[(4-methylphenyl)sulfonyl]- 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: 98.0%

5-tosyl-5H-[1,3]dithiolo[4,5-c]pyrrole-2-thione (250687-27-5) → 5-tosyl-[1,3]dithiolo[4,5-c]pyrrol-2-one (250687-28-6)

Guidance literature:

With mercury(II) diacetate; In dichloromethane; acetic acid; at 20 ℃; for 0.166667h;

DOI:10.1055/s-2006-942520

Reference yield: 95.0%

4,6-dihydro-N-tosyl-(1,3)-dithiolo[4,5-c]pyrrole-2-one (250687-26-4) → 5-tosyl-[1,3]dithiolo[4,5-c]pyrrol-2-one (250687-28-6)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In chlorobenzene; for 2h; Heating;

DOI:10.1021/jo000742a

Reference yield:

4,6-dihydro-N-tosyl-(1,3)-dithiolo[4,5-c]pyrrole-2-thione (250687-25-3) → 5-tosyl-[1,3]dithiolo[4,5-c]pyrrol-2-one (250687-28-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / Hg(OAc)2; acetic acid / CHCl₃ / 4 h / 20 °C

2: 95 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / chlorobenzene / Heating

With mercury(II) diacetate; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In chloroform; chlorobenzene;

DOI:10.1021/ol9902428

upstream raw materials:

4,6-dihydro-N-tosyl-(1,3)-dithiolo[4,5-c]pyrrole-2-one

5-tosyl-5H-[1,3]dithiolo[4,5-c]pyrrole-2-thione

4,6-dihydro-N-tosyl-(1,3)-dithiolo[4,5-c]pyrrole-2-thione

N-{[5-(diethoxymethyl)-2-thioxo-1,3-dithiol-4-yl]}methyl-4-methylbenzenesulfonamide

Downstream raw materials:

bis(N-tosylpyrrolo-[3,4-d])tetrathiafulvalene

2-(4-methylsulfanyl-[1,3]dithiol-2-ylidene)-5-(toluene-4-sulfonyl)-5H-[1,3]dithiolo[4,5-c]pyrrole

2-{4-[2-(2-{5-[2-(2-{4-[bis-(4-tert-butyl-phenyl)-(4-ethyl-phenyl)-methyl]-phenoxy}-ethoxy)-ethoxy]-naphthalen-1-yloxy}-ethoxy)-ethylsulfanyl]-[1,3]dithiol-2-ylidene}-5-(toluene-4-sulfonyl)-5H-[1,3]dithiolo[4,5-c]pyrrole

2-(4,5-bis(butylthio)-(1,3)-dithiole-2-ylidene)-N-(4-(trimethylsilylacetylenyl)phenyl)-(1,3)-dithiolo[4,5-c]pyrrole