N,N'-(1,3-phenylenebis(4-(4-(trifluoromethyl)phenyl)but-3-yne-1,1-diyl))bis(4-methylbenzenesulfonamide)

Base Information

• Chemical Name: N,N'-(1,3-phenylenebis(4-(4-(trifluoromethyl)phenyl)but-3-yne-1,1-diyl))bis(4-methylbenzenesulfonamide)
• CAS No.: 1619919-78-6
• Molecular Formula: C₄₂H₃₄F₆N₂O₄S₂
• Molecular Weight: 808.865
• Mol file: 1619919-78-6.mol

Synonyms:N,N'-(1,3-phenylenebis(4-(4-(trifluoromethyl)phenyl)but-3-yne-1,1-diyl))bis(4-methylbenzenesulfonamide)

Chemical Property of N,N'-(1,3-phenylenebis(4-(4-(trifluoromethyl)phenyl)but-3-yne-1,1-diyl))bis(4-methylbenzenesulfonamide)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N'-(1,3-phenylenebis(4-(4-(trifluoromethyl)phenyl)but-3-yne-1,1-diyl))bis(4-methylbenzenesulfonamide)

There total 3 articles about N,N'-(1,3-phenylenebis(4-(4-(trifluoromethyl)phenyl)but-3-yne-1,1-diyl))bis(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: 36.0%

p-trifluoromethylphenyl bromide (402-43-7) + N,N'-(1,3-phenylenebis(but-3-yne-1,1-diyl))bis(4-methylbenzenesulfonamide) (1619919-70-8) → N,N'-(1,3-phenylenebis(4-(4-(trifluoromethyl)phenyl)but-3-yne-1,1-diyl))bis(4-methylbenzenesulfonamide) (1619919-78-6)

Guidance literature:

With piperidine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In N,N-dimethyl-formamide; at 80 ℃; for 36h; Schlenk technique; Inert atmosphere;

DOI:10.1039/c4ob00357h

Reference yield:

toluene-4-sulfonamide (70-55-3) → N,N'-(1,3-phenylenebis(4-(4-(trifluoromethyl)phenyl)but-3-yne-1,1-diyl))bis(4-methylbenzenesulfonamide) (1619919-78-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: boron trifluoride diethyl etherate / toluene / 150 °C / Inert atmosphere; Dean-Stark

2.1: zinc / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

2.2: Inert atmosphere

3.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; piperidine / N,N-dimethyl-formamide / 36 h / 80 °C / Schlenk technique; Inert atmosphere

With piperidine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; boron trifluoride diethyl etherate; zinc; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; 2.1: |Barbier Coupling Reaction / 2.2: |Barbier Coupling Reaction / 3.1: |Sonogashira Cross-Coupling;

DOI:10.1039/c4ob00357h

Reference yield:

N,N'-(1,3-phenylenebis(methanylidene))bis(4-methylbenzenesulfonamide) (615565-35-0) → N,N'-(1,3-phenylenebis(4-(4-(trifluoromethyl)phenyl)but-3-yne-1,1-diyl))bis(4-methylbenzenesulfonamide) (1619919-78-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: zinc / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; piperidine / N,N-dimethyl-formamide / 36 h / 80 °C / Schlenk technique; Inert atmosphere

With piperidine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; zinc; In tetrahydrofuran; N,N-dimethyl-formamide; 1.1: |Barbier Coupling Reaction / 1.2: |Barbier Coupling Reaction / 2.1: |Sonogashira Cross-Coupling;

DOI:10.1039/c4ob00357h

upstream raw materials:

p-trifluoromethylphenyl bromide

N,N'-(1,3-phenylenebis(but-3-yne-1,1-diyl))bis(4-methylbenzenesulfonamide)

toluene-4-sulfonamide

N,N'-(1,3-phenylenebis(methanylidene))bis(4-methylbenzenesulfonamide)

Downstream raw materials:

1,3-bis(5-(4-(trifluoromethyl)phenyl)-1H-pyrrol-2-yl)benzene