2-[N-benzyl-N-{3'-(4-methylphenyl)prop-2'-ynyl}amino]phenyl p-toluenesulfonate

Base Information

• Chemical Name: 2-[N-benzyl-N-{3'-(4-methylphenyl)prop-2'-ynyl}amino]phenyl p-toluenesulfonate
• CAS No.: 326598-31-6
• Molecular Formula: C₃₀H₂₇NO₃S
• Molecular Weight: 481.615
• Mol file: 326598-31-6.mol

Synonyms:2-[N-benzyl-N-{3'-(4-methylphenyl)prop-2'-ynyl}amino]phenyl p-toluenesulfonate

Chemical Property of 2-[N-benzyl-N-{3'-(4-methylphenyl)prop-2'-ynyl}amino]phenyl p-toluenesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[N-benzyl-N-{3'-(4-methylphenyl)prop-2'-ynyl}amino]phenyl p-toluenesulfonate

There total 5 articles about 2-[N-benzyl-N-{3'-(4-methylphenyl)prop-2'-ynyl}amino]phenyl p-toluenesulfonate 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: 80.0%

4-tolyl iodide (624-31-7) + 2-(N-benzyl-N-prop-2'-ynylamino)phenyl p-toluenesulfonate (219599-03-8) → 2-[N-benzyl-N-{3'-(4-methylphenyl)prop-2'-ynyl}amino]phenyl p-toluenesulfonate (326598-31-6)

Guidance literature:

With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; at 20 ℃; for 16h;

DOI:10.1021/jo000826j

Reference yield:

2-aminophenyl p-toluenesulfonate (1216-96-2) → 2-[N-benzyl-N-{3'-(4-methylphenyl)prop-2'-ynyl}amino]phenyl p-toluenesulfonate (326598-31-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: K₂CO₃ / dimethylformamide / 16 h / 20 °C

1.2: 58 percent / dimethylformamide / 48 h / 80 °C

2.1: K₂CO₃ / dimethylformamide / 16 h / 20 °C

2.2: 62 percent / dimethylformamide / 48 h / 80 °C

3.1: 80 percent / CuI; Et₃N / (PPh₃)2PdCl₂ / 16 h / 20 °C

With copper(l) iodide; potassium carbonate; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl-formamide;

DOI:10.1021/jo000826j

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → 2-[N-benzyl-N-{3'-(4-methylphenyl)prop-2'-ynyl}amino]phenyl p-toluenesulfonate (326598-31-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: Et₃N / CH₂Cl₂

2.1: K₂CO₃ / dimethylformamide / 16 h / 20 °C

2.2: 58 percent / dimethylformamide / 48 h / 80 °C

3.1: K₂CO₃ / dimethylformamide / 16 h / 20 °C

3.2: 62 percent / dimethylformamide / 48 h / 80 °C

4.1: 80 percent / CuI; Et₃N / (PPh₃)2PdCl₂ / 16 h / 20 °C

With copper(l) iodide; potassium carbonate; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo000826j

upstream raw materials:

4-tolyl iodide

2-(N-benzyl-N-prop-2'-ynylamino)phenyl p-toluenesulfonate

2-aminophenyl p-toluenesulfonate

2-amino-phenol

Downstream raw materials:

(Z)-4-benzyl-2-[(4-methylphenyl)methylidene]-3,4-dihydro-2H-1,4-benzoxazine