4,6-Dimethoxy-2-phenyl-1H-indole

Base Information

• Chemical Name: 4,6-Dimethoxy-2-phenyl-1H-indole
• CAS No.: 74794-89-1
• Molecular Formula: C16H15NO2
• Molecular Weight: 253.301
• DSSTox Substance ID: DTXSID10504908
• Nikkaji Number: J3.044.024B
• Wikidata: Q82359688

Synonyms:4,6-Dimethoxy-2-phenyl-1H-indole;74794-89-1;DTXSID10504908

Chemical Property of 4,6-Dimethoxy-2-phenyl-1H-indole

Chemical Property:

• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 253.110278721
• Heavy Atom Count: 19
• Complexity: 291

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C(N2)C3=CC=CC=C3)C(=C1)OC

Technology Process of 4,6-Dimethoxy-2-phenyl-1H-indole

There total 7 articles about 4,6-Dimethoxy-2-phenyl-1H-indole 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: 90.0%

1-phenyl-2-hydroxyethanone (582-24-1) + 3.5-dimethoxyaniline (10272-07-8) → 4,6-bis(methoxy)-2-phenyl-1H-indole (74794-89-1)

Guidance literature:

With scandium tris(trifluoromethanesulfonate); In toluene; at 80 ℃; for 10h; Molecular sieve;

DOI:10.1021/acs.orglett.6b02133

Reference yield: 75.0%

2-<(3,5-dimethoxyphenyl)amino>-1-phenylethanone (74794-87-9) → 4,6-bis(methoxy)-2-phenyl-1H-indole (74794-89-1)

Guidance literature:

With 3,5-dimethoxyaniline hydrobromide; 3.5-dimethoxyaniline; In various solvent(s); at 120 - 140 ℃; for 1h;

DOI:10.1071/CH9800343

Reference yield: 65.0%

α-bromoacetophenone (70-11-1) + 3.5-dimethoxyaniline (10272-07-8) → 4,6-bis(methoxy)-2-phenyl-1H-indole (74794-89-1) + 4,6-dimethoxy-3-phenyl-1H-indole (105776-29-2) + 2-(4,6-dimethoxy-3-phenylindol-1-yl)-1-phenylethanone (827024-89-5)

Guidance literature:

With sodium hydrogencarbonate; lithium bromide; In propan-1-ol; Heating;

DOI:10.1016/j.tet.2004.10.060

upstream raw materials:

2-<(3,5-dimethoxyphenyl)amino>-1-phenylethanone

α-bromoacetophenone

3.5-dimethoxyaniline

styrene

Downstream raw materials:

4,6-Dimethoxy-2-phenyl-1H-indole-7-carbaldehyde

4,6-Dimethoxy-2-phenyl-1H-indole-3-carbaldehyde

2-(4,6-Dimethoxy-2-phenyl-1H-indol-7-yl)-1H-benzoimidazole

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