2-(2-Nitrophenyl)-1H-indole

Base Information

• Chemical Name: 2-(2-Nitrophenyl)-1H-indole
• CAS No.: 59050-53-2
• Molecular Formula: C14H10N2O2
• Molecular Weight: 238.246
• DSSTox Substance ID: DTXSID40484562
• Nikkaji Number: J2.666.567A
• Mol file: 59050-53-2.mol

Synonyms:2-(2-Nitrophenyl)-1H-indole;59050-53-2;2-(2-Nitrophenyl)indole;1H-Indole, 2-(2-nitrophenyl)-;SCHEMBL7107605;DTXSID40484562

Chemical Property of 2-(2-Nitrophenyl)-1H-indole

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 238.074227566
• Heavy Atom Count: 18
• Complexity: 315

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(N2)C3=CC=CC=C3[N+](=O)[O-]

Technology Process of 2-(2-Nitrophenyl)-1H-indole

There total 11 articles about 2-(2-Nitrophenyl)-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: 94.0%

2-(2-nitrophenyl)-1-phenylsulphonylindole (88207-42-5) → 2-(2-nitrophenyl)-1H-indole (59050-53-2)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 1.5h; Reflux;

DOI:10.1016/j.tet.2008.09.101

Reference yield: 68.0%

1H-indole-3-carboxylic acid (771-50-6) + C15H15INO2(1+)*CF3O3S(1-) (1620385-50-3) → 2-(2-nitrophenyl)-1H-indole (59050-53-2)

Guidance literature:

With palladium diacetate; In water; at 100 ℃; for 1h; regioselective reaction;

DOI:10.1002/asia.201601290

Reference yield: 46.0%

1-azido-2-((E)-2-nitrostyryl)benzene → 2-(2-nitrophenyl)-1H-indole (59050-53-2)

Guidance literature:

With tris(bipyridine)ruthenium(II) dichloride hexahydrate; In N,N-dimethyl-formamide; at 20 ℃; for 60h; Schlenk technique; Irradiation;

DOI:10.1002/adsc.201400527

upstream raw materials:

1-(2-nitro-phenyl)-ethanone-phenylhydrazone

2-acetylnitrobenzene

2-(2-nitrophenyl)-1-phenylsulphonylindole

phenylhydrazine

Downstream raw materials:

3-bromo-1-methyl-4-[2-(2-nitrophenyl)-1H-indol-3-yl]pyrrole-2,5-dione

6-methyl-11H-indolo[3,2-c]-quinoline

11H-indolo[3,2-c]quinoline

methyl 2-[2-(2-aminophenyl)-1H-indol-3-yl]-3,3,3-trifluoropropanoate