N-allyl-4-methyl-N-[2-oxo-3-(triphenyl-λ⁵-phosphoranylidene)prop-1-yl]benzenesulfonamide

Base Information

• Chemical Name: N-allyl-4-methyl-N-[2-oxo-3-(triphenyl-λ⁵-phosphoranylidene)prop-1-yl]benzenesulfonamide
• CAS No.: 942056-41-9
• Molecular Formula: C₃₁H₃₀NO₃PS
• Molecular Weight: 527.624

Synonyms:N-allyl-4-methyl-N-[2-oxo-3-(triphenyl-λ⁵-phosphoranylidene)prop-1-yl]benzenesulfonamide

Chemical Property of N-allyl-4-methyl-N-[2-oxo-3-(triphenyl-λ⁵-phosphoranylidene)prop-1-yl]benzenesulfonamide

Chemical Property:

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Technology Process of N-allyl-4-methyl-N-[2-oxo-3-(triphenyl-λ⁵-phosphoranylidene)prop-1-yl]benzenesulfonamide

There total 4 articles about N-allyl-4-methyl-N-[2-oxo-3-(triphenyl-λ⁵-phosphoranylidene)prop-1-yl]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: 85.0%

4-methyl-N-(2-propenyl)benzenesulfonamide (50487-71-3) + 1-chloro-3-(triphenylphosphoranylidene)acetone (13605-66-8) → N-allyl-4-methyl-N-[2-oxo-3-(triphenyl-λ5-phosphoranylidene)prop-1-yl]benzenesulfonamide (942056-41-9)

Guidance literature:

4-methyl-N-(2-propenyl)benzenesulfonamide; With n-butyllithium; In tetrahydrofuran; hexane; at 20 ℃; for 0.166667h;

1-chloro-3-(triphenylphosphoranylidene)acetone; In tetrahydrofuran; hexane; at 20 ℃; for 5h; Further stages.;

DOI:10.1016/j.tet.2007.03.066

Reference yield:

(3-chloro-2-oxopropyl)triphenylphosphonium chloride (13605-65-7) → N-allyl-4-methyl-N-[2-oxo-3-(triphenyl-λ5-phosphoranylidene)prop-1-yl]benzenesulfonamide (942056-41-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 98 percent / aq. sodium carbonate / methanol / 0.75 h / 20 °C

2.1: n-BuLi / hexane; tetrahydrofuran / 0.17 h / 20 °C

2.2: 85 percent / tetrahydrofuran; hexane / 5 h / 20 °C

With n-butyllithium; sodium carbonate; In tetrahydrofuran; methanol; hexane;

DOI:10.1016/j.tet.2007.03.066

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → N-allyl-4-methyl-N-[2-oxo-3-(triphenyl-λ5-phosphoranylidene)prop-1-yl]benzenesulfonamide (942056-41-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 95 percent / triethylamine / CH₂Cl₂ / 4 h / 0 °C

2.1: n-BuLi / hexane; tetrahydrofuran / 0.17 h / 20 °C

2.2: 85 percent / tetrahydrofuran; hexane / 5 h / 20 °C

With n-butyllithium; triethylamine; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1016/j.tet.2007.03.066

upstream raw materials:

4-methyl-N-(2-propenyl)benzenesulfonamide

1-chloro-3-(triphenylphosphoranylidene)acetone

(3-chloro-2-oxopropyl)triphenylphosphonium chloride

p-toluenesulfonyl chloride

Downstream raw materials:

N-allyl-4-methyl-N-(2-oxobut-3-en-1-yl)benzenesulfonamide

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