N-(2-(cyclohex-1-en-1-ylethynyl)phenyl)-4-methylbenzenesulfonamide

Base Information

• Chemical Name: N-(2-(cyclohex-1-en-1-ylethynyl)phenyl)-4-methylbenzenesulfonamide
• CAS No.: 855749-01-8
• Molecular Formula: C₂₁H₂₁NO₂S
• Molecular Weight: 351.469
• Mol file: 855749-01-8.mol

Synonyms:N-(2-(cyclohex-1-en-1-ylethynyl)phenyl)-4-methylbenzenesulfonamide

Chemical Property of N-(2-(cyclohex-1-en-1-ylethynyl)phenyl)-4-methylbenzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(2-(cyclohex-1-en-1-ylethynyl)phenyl)-4-methylbenzenesulfonamide

There total 8 articles about N-(2-(cyclohex-1-en-1-ylethynyl)phenyl)-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: 89.0%

p-toluenesulfonyl chloride (98-59-9) + 2-(cyclohex-1-en-1-ylethynyl)aniline (288254-64-8) → N-(2-(cyclohex-1-en-1-ylethynyl)phenyl)-4-methylbenzenesulfonamide (855749-01-8)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1039/c3cc46524a

Reference yield: 77.0%

1-ethenylcyclohexene (931-49-7) + N-tosyl-2-iodoaniline (61613-20-5) → N-(2-(cyclohex-1-en-1-ylethynyl)phenyl)-4-methylbenzenesulfonamide (855749-01-8)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1021/jacs.5b06678

Reference yield:

1-ethenylcyclohexene (931-49-7) → N-(2-(cyclohex-1-en-1-ylethynyl)phenyl)-4-methylbenzenesulfonamide (855749-01-8)

Guidance literature:

Multi-step reaction with 2 steps

1: PdCl₂(PPh₃)2; CuI; Et₃N / tetrahydrofuran / 20 °C

2: pyridine / tetrahydrofuran

With pyridine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; 1: Sonogashira cross-coupling;

DOI:10.1016/j.tet.2005.11.082

upstream raw materials:

p-toluenesulfonyl chloride

2-(cyclohex-1-en-1-ylethynyl)aniline

1-ethenylcyclohexene

2-iodophenylamine

Downstream raw materials:

N-(2-(cyclohexenylethynyl)phenyl)-N-ethynyl-4-methylbenzenesulfonamide

2-(2-(1-cyclohexenyl)ethynyl)-N-(2-(trimethylsilyl)ethynyl)-N-tosylbenzenamine

2-phenyl-1-tosyl-1H-pyrrolo[2,3-b]pyridine

2-(1-cyclohexenyl)-1-tosyl-1H-indole-3-carboxylic acid