N-[2-(2,2-Dimethoxyethoxy)phenyl]-4-methylbenzene-1-sulfonamide

Base Information

• Chemical Name: N-[2-(2,2-Dimethoxyethoxy)phenyl]-4-methylbenzene-1-sulfonamide
• CAS No.: 111854-24-1
• Molecular Formula: C17H21NO5S
• Molecular Weight: 351.423
• DSSTox Substance ID: DTXSID80547544
• Wikidata: Q82425830
• Mol file: 111854-24-1.mol

Synonyms:111854-24-1;DTXSID80547544;N-[2-(2,2-Dimethoxyethoxy)phenyl]-4-methylbenzene-1-sulfonamide

Chemical Property of N-[2-(2,2-Dimethoxyethoxy)phenyl]-4-methylbenzene-1-sulfonamide

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 351.11404394
• Heavy Atom Count: 24
• Complexity: 452

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NC2=CC=CC=C2OCC(OC)OC

Technology Process of N-[2-(2,2-Dimethoxyethoxy)phenyl]-4-methylbenzene-1-sulfonamide

There total 1 articles about N-[2-(2,2-Dimethoxyethoxy)phenyl]-4-methylbenzene-1-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: 90.0%

2-(2,2-dimethoxy-ethoxy)-aniline (55879-75-9) + p-toluenesulfonyl chloride (98-59-9) → 2-(2-tosylaminophenoxy)-1,1-dimethoxyethane (111854-24-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In toluene; at 70 ℃; for 20h;

DOI:10.1007/BF00810060

Reference yield: 95.0%

2-(2-tosylaminophenoxy)-1,1-dimethoxyethane (111854-24-1) → 3,4-dihydro-3-methoxy-4-tosyl-2H-1,4-benzoxazine (111854-25-2)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; at 75 ℃;

DOI:10.1007/BF00810060

Reference yield:

2-(2-tosylaminophenoxy)-1,1-dimethoxyethane (111854-24-1) → 3,4-dihydro-4-tosyl-2H-1,4-benzoxazine-3-carbonitrile (111854-26-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / p-toluenesulphonic acid / toluene / 75 °C

2: 92 percent / BF₃*Et₂O / diethyl ether / 20 °C

With boron trifluoride diethyl etherate; toluene-4-sulfonic acid; In diethyl ether; toluene;

DOI:10.1007/BF00810060

upstream raw materials:

2-(2,2-dimethoxy-ethoxy)-aniline

p-toluenesulfonyl chloride

Downstream raw materials:

3,4-dihydro-3-methoxy-4-tosyl-2H-1,4-benzoxazine

3,4-dihydro-4-tosyl-2H-1,4-benzoxazine-3-carbonitrile

ethyl 3,4-dihydro-4-tosyl-2H-1,4-benzoxazine-3-carboxylate