1H-Pyrrole, 1-methyl-2-(4-methylphenyl)-

Base Information

• Chemical Name: 1H-Pyrrole, 1-methyl-2-(4-methylphenyl)-
• CAS No.: 617721-49-0
• Molecular Formula: C12H13N
• Molecular Weight: 171.242
• Mol file: 617721-49-0.mol

Synonyms:

Chemical Property of 1H-Pyrrole, 1-methyl-2-(4-methylphenyl)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1H-Pyrrole, 1-methyl-2-(4-methylphenyl)-

There total 5 articles about 1H-Pyrrole, 1-methyl-2-(4-methylphenyl)- 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: 92.0%

N-Methylpyrrole (96-54-8) + p-toluenesulfonyl chloride (98-59-9) → 1-methyl-2-(4-methylphenyl)-1H-pyrrole (617721-49-0)

Guidance literature:

With tris(2,2'-bipyridyl)ruthenium dichloride; sodium carbonate; In acetonitrile; at 25 ℃; for 12h; Solvent; Reagent/catalyst; regioselective reaction; Catalytic behavior; Schlenk technique; Irradiation; Inert atmosphere;

DOI:10.1016/j.tet.2016.03.087

Reference yield: 88.0%

N-Methylpyrrole (96-54-8) + 4-tolyl iodide (624-31-7) → 1-methyl-2-(4-methylphenyl)-1H-pyrrole (617721-49-0)

Guidance literature:

With rongalite; potassium hydroxide; In dimethyl sulfoxide; at 80 ℃; for 24h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1021/acs.joc.9b01113

Reference yield: 73.0%

N-Methylpyrrole (96-54-8) + bis(4-methylphenyl)iodonium trifluoromethanesulfonate (123726-16-9) → 1-methyl-2-(4-methylphenyl)-1H-pyrrole (617721-49-0)

Guidance literature:

With tris(bipyridine)ruthenium(II) dichloride hexahydrate; In acetonitrile; at 25 ℃; for 12h; Inert atmosphere; Irradiation; Schlenk technique;

DOI:10.1055/s-0032-1318155

upstream raw materials:

N-Methylpyrrole

bis(4-methylphenyl)iodonium trifluoromethanesulfonate

p-toluenesulfonyl chloride

4-tolyl iodide

Downstream raw materials:

4-(1-methyl-5-p-tolylpyrrol-2-yl)-benzonitrile

1-methyl-2-(4-methylphenyl)-4-(tricyanoethenyl)-1H-pyrrole

1-methyl-2-(4-methylphenyl)-3-(tricyanoethenyl)-1H-pyrrole

1-methyl-2-(4-methylphenyl)-5-(tricyanoethenyl)-1H-pyrrole

Refernces

• 1、 Yu, Fazhi,Mao, Runyu,Yu, Mingcheng,Gu, Xianfeng,Wang, Yonghui. "Generation of Aryl Radicals from Aryl Halides: Rongalite-Promoted Transition-Metal-Free Arylation". . p. 9946 - 9956. Retrieved 2019/09/04.
• 2、 Pagire, Santosh K.,Hossain, Asik,Reiser, Oliver. "Temperature Controlled Selective C-S or C-C Bond Formation: Photocatalytic Sulfonylation versus Arylation of Unactivated Heterocycles Utilizing Aryl Sulfonyl Chlorides". supporting information. p. 648 - 651. Retrieved 2018/02/09.