1H-Indole, 3-acetyl-1-[(4-methylphenyl)sulfonyl]-2-phenyl-

Base Information

• Chemical Name: 1H-Indole, 3-acetyl-1-[(4-methylphenyl)sulfonyl]-2-phenyl-
• CAS No.: 62367-67-3
• Molecular Formula: C23H19NO3S
• Molecular Weight: 389.475
• DSSTox Substance ID: DTXSID00487312
• Nikkaji Number: J2.502.016B
• Wikidata: Q82329297

Synonyms:62367-67-3;1-(2-Phenyl-1-tosyl-1H-indol-3-yl)ethan-1-one;1-[1-(4-methylbenzenesulfonyl)-2-phenyl-1H-indol-3-yl]ethan-1-one;1H-Indole, 3-acetyl-1-[(4-methylphenyl)sulfonyl]-2-phenyl-;DTXSID00487312

Chemical Property of 1H-Indole, 3-acetyl-1-[(4-methylphenyl)sulfonyl]-2-phenyl-

Chemical Property:

• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 389.10856464
• Heavy Atom Count: 28
• Complexity: 656

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)N2C3=CC=CC=C3C(=C2C4=CC=CC=C4)C(=O)C

Technology Process of 1H-Indole, 3-acetyl-1-[(4-methylphenyl)sulfonyl]-2-phenyl-

There total 5 articles about 1H-Indole, 3-acetyl-1-[(4-methylphenyl)sulfonyl]-2-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: 89.0%

acetyl chloride (75-36-5) + 4-methyl-N-{2-(phenylethynyl)phenyl}benzenesulfonamide (442155-91-1) → 1-[2-phenyl-1-(toluene-4-sulfonyl)indol-3-yl]-ethanone (62367-67-3)

Guidance literature:

4-methyl-N-{2-(phenylethynyl)phenyl}benzenesulfonamide; With diethylzinc; In toluene; for 3h; Heating;

acetyl chloride; In toluene; for 2h; Further stages.;

DOI:10.1021/jo070681h

Reference yield:

2-iodophenylamine (615-43-0) → 1-[2-phenyl-1-(toluene-4-sulfonyl)indol-3-yl]-ethanone (62367-67-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: CuI; triethylamine / Pd(Ph₃P)2Cl₂ / 20 °C

2.1: pyridine / CH₂Cl₂ / 0 - 20 °C

3.1: diethyl zinc / toluene / 3 h / Heating

3.2: 89 percent / toluene / 2 h

With pyridine; copper(l) iodide; diethylzinc; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In dichloromethane; toluene;

DOI:10.1021/jo070681h

Reference yield:

phenylacetylene (536-74-3) → 1-[2-phenyl-1-(toluene-4-sulfonyl)indol-3-yl]-ethanone (62367-67-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: CuI; triethylamine / Pd(Ph₃P)2Cl₂ / 20 °C

2.1: pyridine / CH₂Cl₂ / 0 - 20 °C

3.1: diethyl zinc / toluene / 3 h / Heating

3.2: 89 percent / toluene / 2 h

With pyridine; copper(l) iodide; diethylzinc; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In dichloromethane; toluene;

DOI:10.1021/jo070681h

upstream raw materials:

acetyl chloride

4-methyl-N-{2-(phenylethynyl)phenyl}benzenesulfonamide

2-iodophenylamine

2-phenylethynylaniline

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