N-(1H-indol-4-yl)benzamide

Base Information

• Chemical Name: N-(1H-indol-4-yl)benzamide
• CAS No.: 5192-24-5
• Molecular Formula: C₁₅H₁₂N₂O
• Molecular Weight: 236.273
• ChEMBL ID: CHEMBL4517458
• DSSTox Substance ID: DTXSID001313204
• Mol file: 5192-24-5.mol

Synonyms:CHEMBL4517458;N-(1H-indol-4-yl)benzamide;N-1H-Indol-4-ylbenzamide;Oprea1_476579;SCHEMBL9513475;N-(1H-indol-4-yl)-benzamide;RIBGOMNJCZCHGI-UHFFFAOYSA-N;DTXSID001313204;BDBM50514703;AKOS027644512;5192-24-5

Chemical Property of N-(1H-indol-4-yl)benzamide

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 236.094963011
• Heavy Atom Count: 18
• Complexity: 299

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)NC2=CC=CC3=C2C=CN3

Technology Process of N-(1H-indol-4-yl)benzamide

There total 3 articles about N-(1H-indol-4-yl)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:

C20H20N2O3 → N-(1H-indol-4-yl)benzamide (5192-24-5)

Guidance literature:

With trifluoroacetic acid; In toluene; at 20 ℃; for 1h;

DOI:10.1021/acs.jmedchem.9b01979

Reference yield:

tert-butyl 4-amino-1H-indole-1-carboxylate (885270-30-4) + benzoyl chloride (98-88-4) → N-(1H-indol-4-yl)benzamide (5192-24-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1 h / 20 °C

2: trifluoroacetic acid / toluene / 1 h / 20 °C

With trifluoroacetic acid; In toluene;

DOI:10.1021/acs.jmedchem.9b01979

Reference yield:

→ N-(1H-indol-4-yl)benzamide (5192-24-5)

Guidance literature:

upstream raw materials:

tert-butyl 4-amino-1H-indole-1-carboxylate

benzoyl chloride