N-(2-cyclopropylideneethyl)-4-methyl-N-(4-phenylbut-3-yn-1-yl)benzenesulfonamide

Base Information

• Chemical Name: N-(2-cyclopropylideneethyl)-4-methyl-N-(4-phenylbut-3-yn-1-yl)benzenesulfonamide
• CAS No.: 1391858-81-3
• Molecular Formula: C₂₂H₂₃NO₂S
• Molecular Weight: 365.496

Synonyms:N-(2-cyclopropylideneethyl)-4-methyl-N-(4-phenylbut-3-yn-1-yl)benzenesulfonamide

Chemical Property of N-(2-cyclopropylideneethyl)-4-methyl-N-(4-phenylbut-3-yn-1-yl)benzenesulfonamide

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Technology Process of N-(2-cyclopropylideneethyl)-4-methyl-N-(4-phenylbut-3-yn-1-yl)benzenesulfonamide

There total 7 articles about N-(2-cyclopropylideneethyl)-4-methyl-N-(4-phenylbut-3-yn-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: 64.0%

1-tosyloxy-1-vinylcyclopropane (32364-41-3) + 4-methyl-N-(4-phenylbut-3-yn-1-yl)benzenesulfonamide (182324-83-0) → N-(2-cyclopropylideneethyl)-4-methyl-N-(4-phenylbut-3-yn-1-yl)benzenesulfonamide (1391858-81-3)

Guidance literature:

4-methyl-N-(4-phenylbut-3-yn-1-yl)benzenesulfonamide; With sodium hydride; In tetrahydrofuran; at 25 ℃; for 0.25h; Inert atmosphere; Cooling;

1-tosyloxy-1-vinylcyclopropane; With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,2-bis-(diphenylphosphino)ethane; In tetrahydrofuran; at 20 - 25 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/anie.202015202

Reference yield: 22.0%

2-cyclopropylideneethan-1-ol (28974-51-8) + 4-methyl-N-(4-phenylbut-3-yn-1-yl)benzenesulfonamide (182324-83-0) → N-(2-cyclopropylideneethyl)-4-methyl-N-(4-phenylbut-3-yn-1-yl)benzenesulfonamide (1391858-81-3)

Guidance literature:

2-cyclopropylideneethan-1-ol; 4-methyl-N-(4-phenylbut-3-yn-1-yl)benzenesulfonamide; With triphenylphosphine; In tetrahydrofuran; for 0.166667h; Inert atmosphere;

With di-isopropyl azodicarboxylate; In tetrahydrofuran; at 0 - 25 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol5015224

Reference yield:

ethyl cyclopropenylideneacetate (74592-36-2) → N-(2-cyclopropylideneethyl)-4-methyl-N-(4-phenylbut-3-yn-1-yl)benzenesulfonamide (1391858-81-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: diisobutylaluminium hydride / diethyl ether; hexane / 3 h / -78 - 0 °C / Inert atmosphere

2.1: triphenylphosphine / tetrahydrofuran / 0.17 h / Inert atmosphere

2.2: 12 h / 0 - 25 °C / Inert atmosphere

With diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; diethyl ether; hexane;

DOI:10.1021/ol5015224

upstream raw materials:

iodobenzene

N-(but-3-yn-1-yl)-4-methylbenzenesulfonamide

2-cyclopropylideneethan-1-ol

4-methyl-N-(4-phenylbut-3-yn-1-yl)benzenesulfonamide

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