N-(2-(1H-Indol-2-yl)phenyl)benzamide

Base Information

• Chemical Name: N-(2-(1H-Indol-2-yl)phenyl)benzamide
• CAS No.: 58995-87-2
• Molecular Formula: C21H16N2O
• Molecular Weight: 312.371
• DSSTox Substance ID: DTXSID30527851
• Nikkaji Number: J2.923.205I
• Wikidata: Q82397071
• Mol file: 58995-87-2.mol

Synonyms:N-(2-(1H-Indol-2-yl)phenyl)benzamide;58995-87-2;N-[2-(1H-Indol-2-yl)phenyl]benzamide;SCHEMBL11724397;DTXSID30527851

Chemical Property of N-(2-(1H-Indol-2-yl)phenyl)benzamide

Chemical Property:

• XLogP3: 4.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 312.126263138
• Heavy Atom Count: 24
• Complexity: 432

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)NC2=CC=CC=C2C3=CC4=CC=CC=C4N3

Technology Process of N-(2-(1H-Indol-2-yl)phenyl)benzamide

There total 11 articles about N-(2-(1H-Indol-2-yl)phenyl)benzamide 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: 80.0%

2-(2-aminophenyl)-1H-indole (32566-01-1) + benzoyl chloride (98-88-4) → N-[2-(1H-indol-2-yl)phenyl]benzamide (58995-87-2)

Guidance literature:

With triethylamine; at 0 ℃;

Reference yield: 80.0%

N-{2-[(2-aminophenyl)ethynyl]phenyl}benzamide (1301267-80-0) → N-[2-(1H-indol-2-yl)phenyl]benzamide (58995-87-2)

Guidance literature:

With AuCl₄*2H₂O*Na⁽¹⁺⁾; In ethanol; at 20 ℃; for 6h; Inert atmosphere;

DOI:10.1055/s-0030-1258411

Reference yield:

2-(2-nitrophenyl)-1H-indole (59050-53-2) → N-[2-(1H-indol-2-yl)phenyl]benzamide (58995-87-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 1134 mg / NaOH, tetra-n-butylammonium hydroxide / tetrahydrofuran; H₂O / 1 h

2: 420 mg / H₂ / 5percent Pd-C / ethanol / 12 h / 60 °C / 2280 Torr

3: 240 mg / pyridine / 4 h / Ambient temperature

4: 4 mg / NaH / tetrahydrofuran / 24 h / Heating

With pyridine; sodium hydroxide; tetra(n-butyl)ammonium hydroxide; hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; ethanol; water;

upstream raw materials:

benzoyl cyanide

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

benzoyl chloride

2-(2-benzamidophenyl)-1-phenylsulphonylindole

Downstream raw materials:

6-phenyl-indolo[1,2-c]quinazoline

1-((2'R)-3'-hydroxy-2-phenylspiro[benzo[d][1,3]oxazine-4,2'-indolin]-1'-yl)ethanone

(2'R,3'R)-1'-acetyl-2-phenylspiro[benzo[d][1,3]oxazine-4,2'-indolin]-3'-yl nitrate

(2'R,3'S)-tert-butyl 3'-chloro-2-phenylspiro[benzo[d][1,3]oxazine-4,2'-indoline]-1'-carboxylate