1-(4-Nitrobenzyl)indole

Base Information

• Chemical Name: 1-(4-Nitrobenzyl)indole
• CAS No.: 116611-36-0
• Molecular Formula: C₁₅H₁₂N₂O₂
• Molecular Weight: 252.272
• DSSTox Substance ID: DTXSID501294225
• Mol file: 116611-36-0.mol

Synonyms:1-(4-Nitrobenzyl)indole;116611-36-0;SCHEMBL6085171;RVPTXIBMGYNFNG-UHFFFAOYSA-N;DTXSID501294225;AKOS013124726;1-[(4-Nitrophenyl)methyl]-1H-indole

Chemical Property of 1-(4-Nitrobenzyl)indole

Chemical Property:

• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 252.089877630
• Heavy Atom Count: 19
• Complexity: 321

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CN2CC3=CC=C(C=C3)[N+](=O)[O-]

Technology Process of 1-(4-Nitrobenzyl)indole

There total 2 articles about 1-(4-Nitrobenzyl)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: 82.0%

indolin-2-yl carboxylic acid (16851-56-2,78348-24-0) + 4-nitrobenzaldehdye (555-16-8) → 1-(4-nitro-benzyl)-1H-indole (116611-36-0)

Guidance literature:

With benzoic acid; In 1,4-dioxane; at 20 ℃; for 24.1h; Molecular sieve; Inert atmosphere; Reflux;

DOI:10.1021/jo102218v

Reference yield: 80.0%

1-indoline (496-15-1) + 4-nitrobenzaldehdye (555-16-8) → 1-(4-nitro-benzyl)-1H-indole (116611-36-0)

Guidance literature:

With benzoic acid; In toluene; at 20 - 125 ℃; Inert atmosphere; Molecular sieve;

DOI:10.1002/chem.201001896

Reference yield: 64.0%

7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine (24415-66-5) + 1-(4-nitro-benzyl)-1H-indole (116611-36-0) → 5-methyl-7-(1-(4-nitrobenzyl)-1H-indol-3-yl)-[1,2,4]triazolo[1,5-a]pyrimidine

Guidance literature:

With bis(trifluoromethanesulfonyl)amide; for 9h; Sealed tube; Heating;

DOI:10.1016/j.bioorg.2021.104821

upstream raw materials:

indolin-2-yl carboxylic acid

4-nitrobenzaldehdye

1-indoline

Downstream raw materials:

4-indol-1-ylmethyl-phenylamine

dibenzyl-(4-indol-1-ylmethyl-phenyl)-amine

1-(4-dibenzylamino-benzyl)-1H-indole-3-carbaldehyde

2-[1-(4-nitrobenzyl)-1H-indol-3-yl]-2-oxo-N-(pyridin-4-yl)acetamide