2-(4-chlorophenyl)-1-(methylsulfonyl)-1,2-dihydroquinoline

Base Information

• Chemical Name: 2-(4-chlorophenyl)-1-(methylsulfonyl)-1,2-dihydroquinoline
• CAS No.: 1159426-18-2
• Molecular Formula: C₁₆H₁₄ClNO₂S
• Molecular Weight: 319.812
• Mol file: 1159426-18-2.mol

Synonyms:2-(4-chlorophenyl)-1-(methylsulfonyl)-1,2-dihydroquinoline

Chemical Property of 2-(4-chlorophenyl)-1-(methylsulfonyl)-1,2-dihydroquinoline

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of 2-(4-chlorophenyl)-1-(methylsulfonyl)-1,2-dihydroquinoline

There total 3 articles about 2-(4-chlorophenyl)-1-(methylsulfonyl)-1,2-dihydroquinoline 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: 48.0%

C8H6BClF3(1-)*K(1+) + N-(2-formylphenyl)methanesulfonamide (94532-99-7) → 2-(4-chlorophenyl)-1-(methylsulfonyl)-1,2-dihydroquinoline (1159426-18-2)

Guidance literature:

With chloro-trimethyl-silane; triethylamine; In toluene; at 80 ℃; for 18h; Inert atmosphere;

DOI:10.1016/j.jorganchem.2008.11.050

Reference yield:

3-bromo-3-(4-chlorophenyl)acrylaldehyde (13301-77-4) + N-(2-formylphenyl)methanesulfonamide (94532-99-7) → 2-(4-chlorophenyl)-1-(methylsulfonyl)-1,2-dihydroquinoline (1159426-18-2)

Guidance literature:

With BF₄^(1-)*C₂₁H₂₂N₃O⁽¹⁺⁾; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 45 ℃; for 12h; Schlenk technique; Inert atmosphere; Molecular sieve;

DOI:10.1002/anie.201909479

Reference yield:

2-Aminobenzyl alcohol (5344-90-1) → 2-(4-chlorophenyl)-1-(methylsulfonyl)-1,2-dihydroquinoline (1159426-18-2)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / dichloromethane / 12 h / 20 °C

2: manganese(IV) oxide / dichloromethane / 6 h / 20 °C

3: BF₄^(1-)*C₂₁H₂₂N₃O⁽¹⁺⁾; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 12 h / 45 °C / Schlenk technique; Inert atmosphere; Molecular sieve

With pyridine; manganese(IV) oxide; BF₄^(1-)*C₂₁H₂₂N₃O⁽¹⁺⁾; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane;

DOI:10.1002/anie.201909479

upstream raw materials:

N-(2-formylphenyl)methanesulfonamide

3-bromo-3-(4-chlorophenyl)acrylaldehyde

2-Aminobenzyl alcohol