2-(2-methoxyphenyl)-1-(p-tolylsulfonyl)-2,3-dihydro-1H-pyrrole

Base Information

• Chemical Name: 2-(2-methoxyphenyl)-1-(p-tolylsulfonyl)-2,3-dihydro-1H-pyrrole
• CAS No.: 1198777-65-9
• Molecular Formula: C₁₈H₁₉NO₃S
• Molecular Weight: 329.42
• Mol file: 1198777-65-9.mol

Synonyms:2-(2-methoxyphenyl)-1-(p-tolylsulfonyl)-2,3-dihydro-1H-pyrrole

Chemical Property of 2-(2-methoxyphenyl)-1-(p-tolylsulfonyl)-2,3-dihydro-1H-pyrrole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(2-methoxyphenyl)-1-(p-tolylsulfonyl)-2,3-dihydro-1H-pyrrole

There total 5 articles about 2-(2-methoxyphenyl)-1-(p-tolylsulfonyl)-2,3-dihydro-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: 97.0%

N-[1-(2-methoxyphenyl)-but-3-ynyl]-4-methylbenzenesulfonamide (1198777-62-6) → 2-(2-methoxyphenyl)-1-(p-tolylsulfonyl)-2,3-dihydro-1H-pyrrole (1198777-65-9)

Guidance literature:

With silver(I) acetate; In acetone; at 20 ℃; for 72h; Inert atmosphere; Reflux;

DOI:10.1002/ejoc.201402177

Reference yield:

N-[1-(2-methoxyphenyl)-4-(trimethylsilyl)but-3-ynyl]-4-methylbenzenesulfonamide (1198777-58-0) → 2-(2-methoxyphenyl)-1-(p-tolylsulfonyl)-2,3-dihydro-1H-pyrrole (1198777-65-9)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

2: silver(I) acetate / acetone / 72 h / 20 °C / Inert atmosphere; Reflux

With tetrabutyl ammonium fluoride; silver(I) acetate; In tetrahydrofuran; acetone;

DOI:10.1002/ejoc.201402177

Reference yield:

ortho-anisaldehyde (135-02-4) → 2-(2-methoxyphenyl)-1-(p-tolylsulfonyl)-2,3-dihydro-1H-pyrrole (1198777-65-9)

Guidance literature:

Multi-step reaction with 4 steps

1: tetraethoxy orthosilicate / 6 h / 160 °C / Inert atmosphere

2: magnesium / diethyl ether / 15 h / 20 °C

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

4: silver(I) acetate / acetone / 72 h / 20 °C / Inert atmosphere; Reflux

With tetraethoxy orthosilicate; tetrabutyl ammonium fluoride; silver(I) acetate; magnesium; In tetrahydrofuran; diethyl ether; acetone;

DOI:10.1002/ejoc.201402177

upstream raw materials:

N-[1-(2-methoxyphenyl)-but-3-ynyl]-4-methylbenzenesulfonamide

N-[1-(2-methoxyphenyl)-4-(trimethylsilyl)but-3-ynyl]-4-methylbenzenesulfonamide

ortho-anisaldehyde

toluene-4-sulfonamide

Downstream raw materials:

2-(2-methoxyphenyl)pyrrole

2-(2-methoxyphenyl)-1-methyl-1H-pyrrole

2-(2-hydroxyphenyl)-1H-pyrrole

2,4-dibromo-6-(3,4,5-tribromo-1H-pyrrol-2-yl)phenol

Refernces

• 1、 Martin, Rene,Jaeger, Anne,Bohl, Markus,Richter, Sabine,Fedorov, Roman,Manstein, Dietmar J.,Gutzeit, Herwig O.,Knolker, Hans-Joachim. "Total synthesis of pentabromo- and pentachloropseudilin, and synthetic analogues-allosteric inhibitors of myosin ATPase". scheme or table. p. 8042 - 8046. Retrieved 2010/01/16.