N-[4-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-butyl]-N-(4-iodo-butyl)-4-methyl-benzenesulfonamide

Base Information

• Chemical Name: N-[4-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-butyl]-N-(4-iodo-butyl)-4-methyl-benzenesulfonamide
• CAS No.: 202065-53-0
• Molecular Formula: C₂₃H₂₇IN₂O₄S
• Molecular Weight: 554.449

Synonyms:N-[4-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-butyl]-N-(4-iodo-butyl)-4-methyl-benzenesulfonamide

Chemical Property of N-[4-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-butyl]-N-(4-iodo-butyl)-4-methyl-benzenesulfonamide

Chemical Property:

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Technology Process of N-[4-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-butyl]-N-(4-iodo-butyl)-4-methyl-benzenesulfonamide

There total 3 articles about N-[4-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-butyl]-N-(4-iodo-butyl)-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: 64.0%

1,4-Diiodobutane (628-21-7) + N-(N4-p-toluenesulfonyl)-4-aminobutylphthalimide (15544-49-7) → N-[4-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-butyl]-N-(4-iodo-butyl)-4-methyl-benzenesulfonamide (202065-53-0)

Guidance literature:

With 18-crown-6 ether; potassium hydride; In tetrahydrofuran; Ambient temperature;

DOI:10.1021/jo971318l

Reference yield:

N-(4-aminobutyl)-4-methyl benzenesulfonamide (78521-64-9) → N-[4-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-butyl]-N-(4-iodo-butyl)-4-methyl-benzenesulfonamide (202065-53-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / Et₃N / tetrahydrofuran / 4 h / Heating

2: 64 percent / KH, 18-crown-6 / tetrahydrofuran / Ambient temperature

With 18-crown-6 ether; potassium hydride; triethylamine; In tetrahydrofuran;

DOI:10.1021/jo971318l

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → N-[4-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-butyl]-N-(4-iodo-butyl)-4-methyl-benzenesulfonamide (202065-53-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 61 percent / NMM / tetrahydrofuran / 2 h

2: 78 percent / Et₃N / tetrahydrofuran / 4 h / Heating

3: 64 percent / KH, 18-crown-6 / tetrahydrofuran / Ambient temperature

With 4-methyl-morpholine; 18-crown-6 ether; potassium hydride; triethylamine; In tetrahydrofuran;

DOI:10.1021/jo971318l

upstream raw materials:

1,4-Diiodobutane

N-(N⁴-p-toluenesulfonyl)-4-aminobutylphthalimide

N-(4-aminobutyl)-4-methyl benzenesulfonamide

p-toluenesulfonyl chloride

Downstream raw materials:

{4-[[4-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-butyl]-(toluene-4-sulfonyl)-amino]-butyl}-phosphinic acid

{4-[[4-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-butyl]-(toluene-4-sulfonyl)-amino]-butyl}-phosphinic acid ethyl ester

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