N-(3-(2-chlorophenyl)allyl)-4-methyl-N-(4-oxopent-2-yn-1-yl)benzene sulfonamide

Base Information

• Chemical Name: N-(3-(2-chlorophenyl)allyl)-4-methyl-N-(4-oxopent-2-yn-1-yl)benzene sulfonamide
• CAS No.: 1395054-19-9
• Molecular Formula: C₂₁H₂₀ClNO₃S
• Molecular Weight: 401.914
• Mol file: 1395054-19-9.mol

Synonyms:N-(3-(2-chlorophenyl)allyl)-4-methyl-N-(4-oxopent-2-yn-1-yl)benzene sulfonamide

Chemical Property of N-(3-(2-chlorophenyl)allyl)-4-methyl-N-(4-oxopent-2-yn-1-yl)benzene sulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(3-(2-chlorophenyl)allyl)-4-methyl-N-(4-oxopent-2-yn-1-yl)benzene sulfonamide

There total 3 articles about N-(3-(2-chlorophenyl)allyl)-4-methyl-N-(4-oxopent-2-yn-1-yl)benzene sulfonamide 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: 43.0%

N,N-dimethyl acetamide (127-19-5,116057-81-9) + (E)-N-(3-(2-chlorophenyl)allyl)-4-methyl-N-(prop-2-yn-1-yl)benzene sulfonamide (1395054-38-2) → N-(3-(2-chlorophenyl)allyl)-4-methyl-N-(4-oxopent-2-yn-1-yl)benzene sulfonamide (1395054-19-9)

Guidance literature:

(E)-N-(3-(2-chlorophenyl)allyl)-4-methyl-N-(prop-2-yn-1-yl)benzene sulfonamide; In tetrahydrofuran; at -78 ℃; for 0.25h; Inert atmosphere;

With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

N,N-dimethyl acetamide; With boron trifluoride diethyl etherate; In tetrahydrofuran-d8; hexane; at -78 ℃; for 3h; Inert atmosphere;

DOI:10.1021/ol301938z

Reference yield:

4-methyl-N-prop-2-ynylbenzenesulfonamide (55022-46-3) → N-(3-(2-chlorophenyl)allyl)-4-methyl-N-(4-oxopent-2-yn-1-yl)benzene sulfonamide (1395054-19-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / acetonitrile / Inert atmosphere; Reflux

2.1: tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere

2.2: 1 h / -78 °C / Inert atmosphere

2.3: 3 h / -78 °C / Inert atmosphere

With potassium carbonate; In tetrahydrofuran; acetonitrile;

DOI:10.1021/ol301938z

Reference yield:

4-methyl-N-prop-2-ynylbenzenesulfonamide (55022-46-3) + (E)-1-(3-bromoprop-1-en-1-yl)-2-chlorobenzene (881404-67-7) → N-(3-(2-chlorophenyl)allyl)-4-methyl-N-(4-oxopent-2-yn-1-yl)benzene sulfonamide (1395054-19-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / acetonitrile / Inert atmosphere; Reflux

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

2.2: 3 h / -78 °C

With n-butyllithium; potassium carbonate; In tetrahydrofuran; hexane; acetonitrile;

upstream raw materials:

N,N-dimethyl acetamide

(E)-N-(3-(2-chlorophenyl)allyl)-4-methyl-N-(prop-2-yn-1-yl)benzene sulfonamide

4-methyl-N-prop-2-ynylbenzenesulfonamide

(E)-1-(3-bromoprop-1-en-1-yl)-2-chlorobenzene

Downstream raw materials:

1-(8-chloro-2-tosyl-2,3-dihydro-1H-benzo[f]isoindol-4-yl)ethanone

1-(8-chloro-2-tosyl-2,3,9,9a-tetrahydro-1H-benzo[f]isoindol-4-yl)ethanone