2-(2-Aminophenyl)indole

Base Information

• Chemical Name: 2-(2-Aminophenyl)indole
• CAS No.: 32566-01-1
• Molecular Formula: C14H12 N2
• Molecular Weight: 208.263
• Hs Code.: 2933990090
• European Community (EC) Number: 624-293-5
• DSSTox Substance ID: DTXSID20352891
• Nikkaji Number: J1.338.861J
• Wikidata: Q82130300
• ChEMBL ID: CHEMBL4559479
• Mol file: 32566-01-1.mol

Synonyms:2-(2-Aminophenyl)indole;2-(1H-indol-2-yl)aniline;32566-01-1;2-(2'-Aminophenyl)indole;2-(2-aminophenyl)-1H-indole;2-(2-Aminophenyl)-indol;2-(2-Aminophenyl) indole;2-(2-aminophenyl)benzazole;Oprea1_625920;BIDD:GT0091;SCHEMBL221259;SCHEMBL2382348;2-(1H-indol-2-yl)benzenamine;CHEMBL4559479;DTXSID20352891;2-(2-Aminophenyl)indole, 97%;Benzenamine, 2-(1H-indol-2-yl)-;MFCD00134432;STK100191;AKOS000216114;AB10012;AS-78294;CS-0155997;FT-0639033;A821323;J-018786;2,3,4,6-tetra-o-acetyl-alpha-d-glucopyranosylfluoride

Chemical Property of 2-(2-Aminophenyl)indole

Chemical Property:

• Vapor Pressure: 7.2E-08mmHg at 25°C
• Melting Point: 154-155 °C(lit.)
• Refractive Index: 1.726
• Boiling Point: 437.9°Cat760mmHg
• PKA: 16.53±0.30(Predicted)
• Flash Point: 248.8°C
• PSA: 41.81000
• Density: 1.229g/cm³
• LogP: 3.99830
• XLogP3: 3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 208.100048391
• Heavy Atom Count: 16
• Complexity: 241

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-(1H-Indol-2-yl)aniline 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(N2)C3=CC=CC=C3N
• Uses: Reactant in:cascade reactions of benzopyranylidenemalonates with mono- and dinucleophilesReactant for preparation of:Mono-, bis-indolo[1,2-c]quinazolines as antimicrobial agentsIsocryptolepine alkaloid with antimalarial activityCyanoindolo[3,2-c]quinolines and benzimidazo[1,2-c]quinazolines as antitumor agents

Technology Process of 2-(2-Aminophenyl)indole

There total 30 articles about 2-(2-Aminophenyl)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: 98.0%

2-[(2-aminophenyl)ethynyl]phenylamine (131298-21-0) → 2-(2-aminophenyl)-1H-indole (32566-01-1)

Guidance literature:

With Au/Carbon G-60 catalyst; In toluene; at 90 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201305579

Reference yield: 90.0%

2-(1-(2-phenylhydrazineylidene)ethyl)aniline (40754-13-0) → 2-(2-aminophenyl)-1H-indole (32566-01-1)

Guidance literature:

With methanesulfonic acid; phosphorus pentoxide; at 80 ℃; for 0.5h;

DOI:10.1021/jo00101a043

Reference yield: 90.0%

2-(2-nitrophenyl)-1H-indole (59050-53-2) → 2-(2-aminophenyl)-1H-indole (32566-01-1)

Guidance literature:

With hydrogenchloride; iron; In ethanol; water;

DOI:10.1055/s-0029-1218706

upstream raw materials:

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

2-(2-aminophenyl)-3-bromoindole

2-nitrobenzyl 2-nitrophenyl ketone

2-[(2-aminophenyl)ethynyl]phenylamine

Downstream raw materials:

2-(2-aminophenyl)-2,3-dihydro-1H-indole

2-(2-aminophenyl)-3-bromoindole

2-[(2-(1H-2-indolyl)phenyl)iminomethyl]-4-methoxyphenol

4-[(2-(1H-2-indolyl)phenyl)iminomethyl]-2,6-dimethylphenol

Refernces

• 1、 Teng, Fan,Hu, Weiming,Hu, Huaanzi,Luo, Shuang,Zhu, Qiang. "Selective C?H or N?H Imidoylative Annulation of 2-(2-Isocyanophenyl)-1H-indoles Leading to Diverse Indole-fused Scaffolds". supporting information. . Retrieved 2019/02/07.
• 2、 Aksenov,Gasanova,Abakarov,Aksenova,Aksenov. "Novel convenient one-pot method for the synthesis of indoloquinolines". . p. 836 - 840. Retrieved 2019/06/03.