Benzenesulfonamide, 4-methyl-N-[2-(1-methylethenyl)phenyl]-

Base Information

• Chemical Name: Benzenesulfonamide, 4-methyl-N-[2-(1-methylethenyl)phenyl]-
• CAS No.: 106745-67-9
• Molecular Formula: C16H17NO2S
• Molecular Weight: 287.382
• DSSTox Substance ID: DTXSID90447804
• Nikkaji Number: J956.027K
• Mol file: 106745-67-9.mol

Synonyms:106745-67-9;Benzenesulfonamide, 4-methyl-N-[2-(1-methylethenyl)phenyl]-;DTXSID90447804;N-tosyl-2-(1-propen-2-yl)aniline;N-Tosyl-2-(1-propene-2-yl)benzenamine;4-Methyl-N-(2-(prop-1-en-2-yl)phenyl)benzenesulfonamide

Chemical Property of Benzenesulfonamide, 4-methyl-N-[2-(1-methylethenyl)phenyl]-

Chemical Property:

• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 287.09799996
• Heavy Atom Count: 20
• Complexity: 430

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NC2=CC=CC=C2C(=C)C

Technology Process of Benzenesulfonamide, 4-methyl-N-[2-(1-methylethenyl)phenyl]-

There total 7 articles about Benzenesulfonamide, 4-methyl-N-[2-(1-methylethenyl)phenyl]- 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%

2-isopropenylaniline (52562-19-3) + p-toluenesulfonyl chloride (98-59-9) → N-(2-(1-methylethenyl)phenyl)-4-methylbenzenesulfonamide (106745-67-9)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1002/chem.201301800

Reference yield: 89.0%

N-(2-acetylphenyl)-4-methylbenzenesulfonamide (1859-70-7) + Methyltriphenylphosphonium bromide (1779-49-3) → N-(2-(1-methylethenyl)phenyl)-4-methylbenzenesulfonamide (106745-67-9)

Guidance literature:

Methyltriphenylphosphonium bromide; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

N-(2-acetylphenyl)-4-methylbenzenesulfonamide; In tetrahydrofuran; at 25 ℃; for 12h; Inert atmosphere;

DOI:10.1002/adsc.201400759

Reference yield:

2-aminoacetophenone (551-93-9) → N-(2-(1-methylethenyl)phenyl)-4-methylbenzenesulfonamide (106745-67-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine / 25 °C

2.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

2.2: 12 h / 25 °C / Inert atmosphere

With pyridine; sodium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1002/adsc.201400759

upstream raw materials:

2-isopropenylaniline

p-toluenesulfonyl chloride

1-(1-methylethenyl)-2-nitrobenzene

2-aminoacetophenone

Downstream raw materials:

N-allyl-4-methyl-N-(2-(prop-1-en-2-yl)phenyl)benzenesulfonamide

N-(2-isopropenyl-phenyl)-4-methyl-N-pent-4-enyl-benzenesulfonamide

3-methyl-N-(p-toluenesulfonyl)indole