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

Base Information

• Chemical Name: N-(2-(cyclohexenylethynyl)phenyl)-N-ethynyl-4-methylbenzenesulfonamide
• CAS No.: 855749-08-5
• Molecular Formula: C₂₃H₂₁NO₂S
• Molecular Weight: 375.491
• Mol file: 855749-08-5.mol

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

Chemical Property of N-(2-(cyclohexenylethynyl)phenyl)-N-ethynyl-4-methylbenzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(2-(cyclohexenylethynyl)phenyl)-N-ethynyl-4-methylbenzenesulfonamide

There total 6 articles about N-(2-(cyclohexenylethynyl)phenyl)-N-ethynyl-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: 79.0%

N-(2-(cyclohex-1-en-1-ylethynyl)phenyl)-4-methylbenzenesulfonamide (855749-01-8) + (2-(trimethylsilyl)ethynyl)(phenyl)iodonium trifluoromethanesulfonate → N-(2-(cyclohexenylethynyl)phenyl)-N-ethynyl-4-methylbenzenesulfonamide (855749-08-5)

Guidance literature:

N-(2-(cyclohex-1-en-1-ylethynyl)phenyl)-4-methylbenzenesulfonamide; With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h; Inert atmosphere;

(2-(trimethylsilyl)ethynyl)(phenyl)iodonium trifluoromethanesulfonate; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

DOI:10.1002/chem.201405965

Reference yield:

N-(2-(cyclohex-1-en-1-ylethynyl)phenyl)-4-methylbenzenesulfonamide (855749-01-8) + Phenyl-trimethylsilanylethynyl-iodonium → N-(2-(cyclohexenylethynyl)phenyl)-N-ethynyl-4-methylbenzenesulfonamide (855749-08-5)

Guidance literature:

With caesium carbonate; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/ol050609a

Reference yield:

1-ethenylcyclohexene (931-49-7) → N-(2-(cyclohexenylethynyl)phenyl)-N-ethynyl-4-methylbenzenesulfonamide (855749-08-5)

Guidance literature:

Multi-step reaction with 3 steps

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

2: pyridine / tetrahydrofuran

3: Cs₂CO₃ / dimethylformamide / 20 °C

With pyridine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; caesium carbonate; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Sonogashira cross-coupling;

DOI:10.1016/j.tet.2005.11.082

upstream raw materials:

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

1-ethenylcyclohexene

2-iodophenylamine

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