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

Base Information

• Chemical Name: 5-(4-Methylphenyl)-2,3-diphenyl-1H-pyrrole
• CAS No.: 65241-92-1
• Molecular Formula: C23H19N
• Molecular Weight: 309.411
• DSSTox Substance ID: DTXSID20496103
• Nikkaji Number: J3.330.018B
• Wikidata: Q82344739

Synonyms:5-(4-Methylphenyl)-2,3-diphenyl-1H-pyrrole;65241-92-1;DTXSID20496103

Chemical Property of 5-(4-Methylphenyl)-2,3-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=CC(=C(N2)C3=CC=CC=C3)C4=CC=CC=C4

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

There total 11 articles about 5-(4-Methylphenyl)-2,3-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: 90.0%

4'-methylacetophenone carbo-t-butoxyhydrazone (60295-09-2) + diphenyl acetylene (501-65-5) → 5-(4-methylphenyl)-2,3-diphenyl-1H-pyrrole (65241-92-1)

Guidance literature:

With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium carbonate; acetic acid; In acetonitrile; at 120 ℃; for 16h; Temperature; Concentration; Reagent/catalyst; regioselective reaction;

DOI:10.1002/adsc.201600900

Reference yield: 88.0%

benzylamine (100-46-9) + 1-phenyl-3-(4-methylphenyl)prop-2-yn-1-one (14939-05-0) → 5-(4-methylphenyl)-2,3-diphenyl-1H-pyrrole (65241-92-1)

Guidance literature:

benzylamine; 1-phenyl-3-(4-methylphenyl)prop-2-yn-1-one; With potassium phosphate; In dimethyl sulfoxide; at 20 ℃; for 2h; Schlenk technique;

In dimethylsulfoxide-d6; at 140 ℃; for 12h; Schlenk technique; Inert atmosphere;

DOI:10.1039/c3cc43844a

Reference yield: 81.0%

1-(4-methylphenyl)ethenylacetamide (177750-08-2) + 2,3-diphenyl-2H-azirine (16483-98-0) → 5-(4-methylphenyl)-2,3-diphenyl-1H-pyrrole (65241-92-1)

Guidance literature:

With iron(II) chloride; In 1,2-dichloro-ethane; at 120 ℃;

DOI:10.1021/acs.orglett.7b04007

upstream raw materials:

1,2-diphenyl-4-p-tolyl-but-2-ene-1,4-dione

benzylamine

1-phenyl-3-(4-methylphenyl)prop-2-yn-1-one

diphenyl acetylene

Downstream raw materials:

2',3'-epoxy-4,5,4',5'-tetraphenyl-3,2'-di-p-tolyl-2',3'-dihydro-1H,1'H-[2,3']bipyrrolyl

4,4',5,5'-tetraphenyl-2,2'-di-(p-tolyl)-3,3'-dipyrryl

2',3-di-p-tolyl-4,4',5,5'-tetraphenyl-2,3'-dipyrryl

1,6a-dihydro-8-methyl-2,3,4,5-tetraphenyl-6a-(p-tolyl)benzopyrrolo<3,2-e>indole

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