1-[(4-methylphenyl)sulfonyl]-1H-indole-3-carbonitrile

Base Information

• Chemical Name: 1-[(4-methylphenyl)sulfonyl]-1H-indole-3-carbonitrile
• CAS No.: 859205-33-7
• Molecular Formula: C₁₆H₁₂N₂O₂S
• Molecular Weight: 296.349
• Mol file: 859205-33-7.mol

Synonyms:1-[(4-methylphenyl)sulfonyl]-1H-indole-3-carbonitrile

Chemical Property of 1-[(4-methylphenyl)sulfonyl]-1H-indole-3-carbonitrile

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-[(4-methylphenyl)sulfonyl]-1H-indole-3-carbonitrile

There total 14 articles about 1-[(4-methylphenyl)sulfonyl]-1H-indole-3-carbonitrile 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%

1-[(4-methylphenyl)sulfonyl]indol-3-ylmethanol (67593-11-7) → 1-[(4-methylphenyl)sulfonyl]-1H-indole-3-carbonitrile (859205-33-7)

Guidance literature:

1-[(4-methylphenyl)sulfonyl]indol-3-ylmethanol; With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione; In dichloromethane; at 0 - 20 ℃; for 1h; Inert atmosphere;

With ammonia; iodine; In dichloromethane; water; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1055/s-0033-1338489

Reference yield: 99.0%

3-cyano-1H-indole (5457-28-3) + p-toluenesulfonyl chloride (98-59-9) → 1-[(4-methylphenyl)sulfonyl]-1H-indole-3-carbonitrile (859205-33-7)

Guidance literature:

3-cyano-1H-indole; With sodium hydride; In acetonitrile; at 0 ℃; for 0.166667h;

p-toluenesulfonyl chloride; In acetonitrile; at 0 - 20 ℃; for 4h;

DOI:10.1021/acs.jafc.8b00507

Reference yield: 91.0%

1-(4-tolylsulfonyl)indole-3-carboxaldehyde (50562-79-3) → 1-[(4-methylphenyl)sulfonyl]-1H-indole-3-carbonitrile (859205-33-7)

Guidance literature:

With hydroxylamine hydrochloride; In dimethyl sulfoxide; at 90 ℃; for 2h;

DOI:10.1039/d0ob00582g

upstream raw materials:

1-[(4-methylphenyl)sulfonyl]indol-3-ylmethanol

1-(p-toluenesulfonyl)-1H-indole

trimethylsilyl cyanide

1H-benzo[d][1,2,3]triazol-1-yl 4-methanebenzenesulfonate

Downstream raw materials:

1-(p-toluenesulfonyl)-1H-indole

3-cyano-1H-indole

Nortopsentin-C

Refernces

• 1、 Chataigner, Isabelle,Gens, Fanny,Legros, Julien,Manneveau, Maxime,Tanii, Saori. "Dearomatization of 3-cyanoindoles by (3 + 2) cycloaddition: From batch to flow chemistry". supporting information. p. 3481 - 3486. Retrieved 2020/06/18.
• 2、 Fang, Wan-Yin,Qin, Hua-Li. "Cascade Process for Direct Transformation of Aldehydes (RCHO) to Nitriles (RCN) Using Inorganic Reagents NH2OH/Na2CO3/SO2F2 in DMSO". . p. 5803 - 5812. Retrieved 2019/05/14.