N-(2-iodophenyl)-4-methylbenzenesulfonamide

Base Information

• Chemical Name: N-(2-iodophenyl)-4-methylbenzenesulfonamide
• CAS No.: 61613-20-5
• Molecular Formula: C13H12INO2S
• Molecular Weight: 373.214
• DSSTox Substance ID: DTXSID70362400
• Nikkaji Number: J323.512B
• Wikidata: Q82145441
• Mol file: 61613-20-5.mol

Synonyms:N-(2-iodophenyl)-4-methylbenzenesulfonamide;61613-20-5;n-tosyl-2-iodoaniline;STK040583;CBDivE_008347;SCHEMBL4376657;DTXSID70362400;MFCD00574370;AKOS001294495;AS-57577;CS-0061312;W17475;N-(2-iodophenyl)-4-methylbenzene-1-sulfonamide;10.14272/TZKVYDXSGFMXDH-UHFFFAOYSA-N.1;doi:10.14272/TZKVYDXSGFMXDH-UHFFFAOYSA-N.1;Z45635726

Chemical Property of N-(2-iodophenyl)-4-methylbenzenesulfonamide

Chemical Property:

• Melting Point: 90-92 °C
• Boiling Point: 443.4±55.0 °C(Predicted)
• PKA: 8.17±0.10(Predicted)
• PSA: 54.55000
• Density: 1.720±0.06 g/cm3(Predicted)
• LogP: 4.55420
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 372.96335
• Heavy Atom Count: 18
• Complexity: 358

Purity/Quality:

99%min. ^*data from raw suppliers

N-Tosyl-2-iodoaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NC2=CC=CC=C2I
• Uses: N-Tosyl-2-iodoaniline is used in the synthetic preparations of spiro-heterocycles as potential inhibitors of SIRT1.

Technology Process of N-(2-iodophenyl)-4-methylbenzenesulfonamide

There total 4 articles about N-(2-iodophenyl)-4-methylbenzenesulfonamide 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: 100.0%

2-iodophenylamine (615-43-0) + p-toluenesulfonyl chloride (98-59-9) → N-tosyl-2-iodoaniline (61613-20-5)

Guidance literature:

With triethylamine; In dichloromethane; at 4 ℃;

DOI:10.1002/adsc.201800824

Reference yield: 34.0%

C15H16INO2S2 (1420043-07-7) → N-tosyl-2-iodoaniline (61613-20-5)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; Sodium thiosulfate pentahydrate; tetrabutylammomium bromide; caesium carbonate; In water; acetonitrile; at 150 ℃; for 8h; Sealed tube; Inert atmosphere;

DOI:10.1021/ol400618k

Reference yield:

phenyl toluenesulfonamide (68-34-8) → N-tosyl-2-iodoaniline (61613-20-5)

Guidance literature:

phenyl toluenesulfonamide; With toluene-4-sulfonic acid; In acetonitrile; at 23 - 25 ℃; for 0.25h; Inert atmosphere;

With N-iodo-succinimide; In acetonitrile; Inert atmosphere;

DOI:10.1021/acs.orglett.1c01238

upstream raw materials:

2-iodophenylamine

p-toluenesulfonyl chloride

aniline

C₁₅H₁₆INO₂S₂

Downstream raw materials:

3-Methylene-2-octyl-1-(toluene-4-sulfonyl)-2,3-dihydro-1H-indole

2-((E)-Hex-1-enyl)-1-(toluene-4-sulfonyl)-2,3-dihydro-1H-indole

2,3-diphenyl-1-(p-toluenesulfonyl)indole