N-[4-(benzo[d][1,3]dioxol-5-ylmethyl)-1-methyl-1H-imidazol-2-yl]-4-methylbenzenesulfonamide

Base Information

• Chemical Name: N-[4-(benzo[d][1,3]dioxol-5-ylmethyl)-1-methyl-1H-imidazol-2-yl]-4-methylbenzenesulfonamide
• CAS No.: 223757-35-5
• Molecular Formula: C₁₉H₁₉N₃O₄S
• Molecular Weight: 385.444
• Mol file: 223757-35-5.mol

Synonyms:N-[4-(benzo[d][1,3]dioxol-5-ylmethyl)-1-methyl-1H-imidazol-2-yl]-4-methylbenzenesulfonamide

Chemical Property of N-[4-(benzo[d][1,3]dioxol-5-ylmethyl)-1-methyl-1H-imidazol-2-yl]-4-methylbenzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[4-(benzo[d][1,3]dioxol-5-ylmethyl)-1-methyl-1H-imidazol-2-yl]-4-methylbenzenesulfonamide

There total 4 articles about N-[4-(benzo[d][1,3]dioxol-5-ylmethyl)-1-methyl-1H-imidazol-2-yl]-4-methylbenzenesulfonamide 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:

N-{4-[benzo[d][1,3]dioxol-5-yl(trimethylsilyl)methyl]-1-methyl-1H-imidazol-2-yl}-4-methylbenzenesulfonamide → N-[4-(benzo[d][1,3]dioxol-5-ylmethyl)-1-methyl-1H-imidazol-2-yl]-4-methylbenzenesulfonamide (223757-35-5)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 100 ℃; for 1.5h; Inert atmosphere;

DOI:10.1021/ol502471x

Reference yield:

N-(4-benzo[1,3]dioxol-5-ylmethyl-1-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)-4-methyl-benzenesulfonamide (223757-37-7) → N-[4-(benzo[d][1,3]dioxol-5-ylmethyl)-1-methyl-1H-imidazol-2-yl]-4-methylbenzenesulfonamide (223757-35-5)

Guidance literature:

With diisobutylaluminium hydride; methanesulfonyl chloride; triethylamine; Yield given; Multistep reaction; 1.) THF, hexane, reflux, 5 h, 2.) CH₂Cl₂, room temperature, 12 h;

DOI:10.1021/jo9819382

Reference yield:

2-azido-3-benzo[1,3]dioxol-5-yl-propionic acid ethyl ester (223757-39-9) → N-[4-(benzo[d][1,3]dioxol-5-ylmethyl)-1-methyl-1H-imidazol-2-yl]-4-methylbenzenesulfonamide (223757-35-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) PPh₃ / 1.) Et₂O, room temperature, 12 h, 2.) Et₂O, room temperature, 1 h, 2.) Et₂O, room temperature, 12 h

2: 1.) DIBAL, 2.) MsCl, Et₃N / 1.) THF, hexane, reflux, 5 h, 2.) CH₂Cl₂, room temperature, 12 h

With diisobutylaluminium hydride; methanesulfonyl chloride; triethylamine; triphenylphosphine;

DOI:10.1021/jo9819382

upstream raw materials:

N-(4-benzo[1,3]dioxol-5-ylmethyl-1-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)-4-methyl-benzenesulfonamide

3-benzo[1,3]dioxol-5-yl-propionic acid ethyl ester

2-azido-3-benzo[1,3]dioxol-5-yl-propionic acid ethyl ester