3-(4-Methylphenyl)-2,5-diphenyl-1H-pyrrole

Base Information

• Chemical Name: 3-(4-Methylphenyl)-2,5-diphenyl-1H-pyrrole
• CAS No.: 70487-21-7
• Molecular Formula: C23H19N
• Molecular Weight: 309.411
• DSSTox Substance ID: DTXSID90529795
• Wikidata: Q82400486
• Mol file: 70487-21-7.mol

Synonyms:3-(4-Methylphenyl)-2,5-diphenyl-1H-pyrrole;70487-21-7;DTXSID90529795

Chemical Property of 3-(4-Methylphenyl)-2,5-diphenyl-1H-pyrrole

Chemical Property:

• XLogP3: 6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 309.151749610
• Heavy Atom Count: 24
• Complexity: 372

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=C(NC(=C2)C3=CC=CC=C3)C4=CC=CC=C4

Technology Process of 3-(4-Methylphenyl)-2,5-diphenyl-1H-pyrrole

There total 19 articles about 3-(4-Methylphenyl)-2,5-diphenyl-1H-pyrrole 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: 95.0%

1,4‐diphenyl‐2‐(p‐tolyl)butane‐1,4‐dione (86864-16-6) → 2,5-diphenyl-3-(p-tolyl)-1H-pyrrole (70487-21-7)

Guidance literature:

With ammonium acetate; In acetic acid; at 130 ℃; for 5h;

DOI:10.1021/jo00175a012

Reference yield: 89.0%

2,5-diphenyl-1H-pyrrole (838-40-4) + para-chlorotoluene (106-43-4) → 2,5-diphenyl-3-(p-tolyl)-1H-pyrrole (70487-21-7)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; t-BuBrettPhos; lithium tert-butoxide; In toluene; at 20 - 110 ℃; for 1.75h; regioselective reaction; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.9b02559

Reference yield: 87.0%

2,5-diphenyl-1H-pyrrole (838-40-4) + para-chlorotoluene (106-43-4) → 2,5-diphenyl-3-(p-tolyl)-1H-pyrrole (70487-21-7) + 2,5-diphenyl-2-(p-tolyl)-2H-pyrrole

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; t-BuBrettPhos; lithium tert-butoxide; In toluene; at 110 ℃; for 3h; regioselective reaction; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.9b02559

upstream raw materials:

1,4‐diphenyl‐2‐(p‐tolyl)butane‐1,4‐dione

4-n-methylphenylacetylene

4-methyl-chalcone

bis(phenylthio)methylbenzene

Downstream raw materials:

3,4-dinitro-2,5-diphenyl-1-p-tolyl-pyrrole

3,5-diphenyl-3-(p-tolyl)-1H-pyrrole-2(3H)-one