2-(1-Methyl-1H-indol-2-yl)aniline

Base Information

• Chemical Name: 2-(1-Methyl-1H-indol-2-yl)aniline
• CAS No.: 65610-86-8
• Molecular Formula: C15H14N2
• Molecular Weight: 222.29
• DSSTox Substance ID: DTXSID00495412
• Nikkaji Number: J3.534.359H
• Wikidata: Q82343511
• Mol file: 65610-86-8.mol

Synonyms:2-(1-Methyl-1H-indol-2-yl)aniline;65610-86-8;2-(1-Methyl-2-indolyl)aniline;SCHEMBL13093317;DTXSID00495412;MFCD30575811;SY331418

Chemical Property of 2-(1-Methyl-1H-indol-2-yl)aniline

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 222.115698455
• Heavy Atom Count: 17
• Complexity: 266

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=CC=CC=C2C=C1C3=CC=CC=C3N

Technology Process of 2-(1-Methyl-1H-indol-2-yl)aniline

There total 9 articles about 2-(1-Methyl-1H-indol-2-yl)aniline 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: 73.0%

2-aminoacetophenone (551-93-9) + 1-Methyl-1-phenylhydrazine (618-40-6) → 2-(2-aminophenyl)-1-methyl-1H-indole (65610-86-8)

Guidance literature:

2-aminoacetophenone; 1-Methyl-1-phenylhydrazine; In ethanol; for 5h; Reflux;

With phosphorus pentoxide; acetic acid; for 2h;

Reference yield: 20.0%

2-((2-aminophenyl)ethynyl)-N-methylaniline → 2-(2-aminophenyl)-1-methyl-1H-indole (65610-86-8)

Guidance literature:

With bis(1,1,1,5,5,5-hexafluoropentane-2,4,-dionato)copper(II)hydrate; oxygen; potassium carbonate; In acetonitrile; at 80 ℃; for 3h;

DOI:10.1021/acs.orglett.6b01067

Reference yield:

2-iodophenylamine (615-43-0) + 1-methyl-1H-indol-2-yl-2-boronic acid (191162-40-0) → 2-(2-aminophenyl)-1-methyl-1H-indole (65610-86-8)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; sodium carbonate; In 1,4-dioxane; water; at 65 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.1c00520

upstream raw materials:

2-(2-aminophenyl)-1H-indole

Methyl benzenesulfonate

1-(2-amino-phenyl)-ethanone-(methyl-phenyl-hydrazone)

2-(1-(2-phenylhydrazineylidene)ethyl)aniline

Downstream raw materials:

acetic acid-[2-(1-methyl-indol-2-yl)-anilide]

N-(2-(1-methyl-1H-indol-2-yl)phenyl)benzamide

N-(2-(1-methyl-1H-indol-2-yl)phenyl)carboxamide

2-(2-isocyanophenyl)-1-methyl-1H-indole