N-allyl-N-(2-chloro-6-vinyl-phenyl)-4-methyl-benzenesulfonamide

Base Information

• Chemical Name: N-allyl-N-(2-chloro-6-vinyl-phenyl)-4-methyl-benzenesulfonamide
• CAS No.: 894810-43-6
• Molecular Formula: C₁₈H₁₈ClNO₂S
• Molecular Weight: 347.865
• Mol file: 894810-43-6.mol

Synonyms:N-allyl-N-(2-chloro-6-vinyl-phenyl)-4-methyl-benzenesulfonamide

Chemical Property of N-allyl-N-(2-chloro-6-vinyl-phenyl)-4-methyl-benzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-allyl-N-(2-chloro-6-vinyl-phenyl)-4-methyl-benzenesulfonamide

There total 6 articles about N-allyl-N-(2-chloro-6-vinyl-phenyl)-4-methyl-benzenesulfonamide 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-allyl-N-p-toluenesulfonyl-2-chloro-6-formylaniline (894810-84-5) + Methyltriphenylphosphonium bromide (1779-49-3) → N-allyl-N-(2-chloro-6-vinyl-phenyl)-4-methyl-benzenesulfonamide (894810-43-6)

Guidance literature:

Methyltriphenylphosphonium bromide; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at 0 ℃; for 1h;

N-allyl-N-p-toluenesulfonyl-2-chloro-6-formylaniline; In tetrahydrofuran; toluene; at 20 ℃; for 2.5h;

DOI:10.1021/jo060308u

Reference yield:

methyl 3-chloroanthranilate (77820-58-7) → N-allyl-N-(2-chloro-6-vinyl-phenyl)-4-methyl-benzenesulfonamide (894810-43-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 40 percent / pyridine / 3 h / Heating

2.1: 92 percent / K₂CO₃ / acetonitrile / 4 h / Heating

3.1: 100 percent / DIBAL / toluene / 3 h / -78 °C

4.1: 75 percent / MnO₂ / acetonitrile / 9 h / Heating

5.1: KN(TMS)2 / tetrahydrofuran; toluene / 1 h / 0 °C

5.2: 92 percent / tetrahydrofuran; toluene / 2.5 h / 20 °C

With pyridine; manganese(IV) oxide; potassium hexamethylsilazane; diisobutylaluminium hydride; potassium carbonate; In tetrahydrofuran; toluene; acetonitrile;

DOI:10.1021/jo060308u

Reference yield:

N-allyl-N-p-toluenesulfonyl-2-chloro-6-(hydroxymethyl)aniline (894810-83-4) → N-allyl-N-(2-chloro-6-vinyl-phenyl)-4-methyl-benzenesulfonamide (894810-43-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 75 percent / MnO₂ / acetonitrile / 9 h / Heating

2.1: KN(TMS)2 / tetrahydrofuran; toluene / 1 h / 0 °C

2.2: 92 percent / tetrahydrofuran; toluene / 2.5 h / 20 °C

With manganese(IV) oxide; potassium hexamethylsilazane; In tetrahydrofuran; toluene; acetonitrile;

DOI:10.1021/jo060308u

upstream raw materials:

N-allyl-N-p-toluenesulfonyl-2-chloro-6-formylaniline

Methyltriphenylphosphonium bromide

N-allyl-N-p-toluenesulfonyl-2-chloro-6-(hydroxymethyl)aniline

N-allyl-N-p-toluenesulfonyl-3-chloroanthranilic acid methyl ester

Downstream raw materials:

7-chloro-N-p-tolylsulfonylindole