N-(p-Methoxyphenyl)-p-toluenesulphonamide

Base Information

• Chemical Name: N-(p-Methoxyphenyl)-p-toluenesulphonamide
• CAS No.: 1150-26-1
• Molecular Formula: C14H15 N O3 S
• Molecular Weight: 277.344
• Hs Code.: 2935009090
• European Community (EC) Number: 214-563-7
• NSC Number: 82935
• DSSTox Substance ID: DTXSID30150926
• Nikkaji Number: J30.688F
• Wikidata: Q83017246
• Mol file: 1150-26-1.mol

Synonyms:N-(4-methoxyphenyl)-4-methylbenzenesulfonamide;1150-26-1;N-(p-Methoxyphenyl)-p-toluenesulphonamide;N-(4-Methoxy-phenyl)-4-methyl-benzenesulfonamide;C14H15NO3S;EINECS 214-563-7;ghl.PD_Mitscher_leg0.1271;NSC82935;Oprea1_240459;Oprea1_448801;SCHEMBL7564170;(p-Toluenesulfonyl)-p-anisidide;DTXSID30150926;MFCD00523786;NSC 82935;NSC-82935;STK042253;AKOS000728035;N-(4-toluenesulfonyl)-4-methoxyaniline;N-(4-Methoxyphenyl)-p-toluenesulfonamide;BB 0258888;AE-848/00888025;SR-01000416258;Benzenesulfonamide, N-(4-methoxyphenyl)-4-methyl-;SR-01000416258-1;Z45633906

Chemical Property of N-(p-Methoxyphenyl)-p-toluenesulphonamide

Chemical Property:

• Vapor Pressure: 1.72E-07mmHg at 25°C
• Boiling Point: 426.8°C at 760 mmHg
• Flash Point: 211.9°C
• PSA: 63.78000
• Density: 1.267g/cm³
• LogP: 3.95820
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 277.07726451
• Heavy Atom Count: 19
• Complexity: 361

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-(4-METHOXY-PHENYL)-4-METHYL-BENZENESULFONAMIDE 95.00% ^*data from reagent suppliers

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=C(C=C2)OC

Technology Process of N-(p-Methoxyphenyl)-p-toluenesulphonamide

There total 49 articles about N-(p-Methoxyphenyl)-p-toluenesulphonamide 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: 100.0%

N-(2,3-dimethylbut-2-enyl)-N-(4-methoxyphenyl)-4-methylbenzenesulfonamide → N-(4-Methoxy-phenyl)-4-methyl-benzenesulfonamide (1150-26-1)

Guidance literature:

With triethylsilane; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1055/s-0034-1379428

Reference yield: 95.0%

p-toluenesulfonyl fluoride (455-16-3) + 4-methoxy-aniline (104-94-9) → N-(4-Methoxy-phenyl)-4-methyl-benzenesulfonamide (1150-26-1)

Guidance literature:

With 1,1,3,3-Tetramethyldisiloxane; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; In dimethyl sulfoxide; at 25 ℃; for 24h; Sealed tube;

DOI:10.1002/anie.202013976

Reference yield: 93.0%

para-iodoanisole (696-62-8) + toluene-4-sulfonamide (70-55-3) → N-(4-Methoxy-phenyl)-4-methyl-benzenesulfonamide (1150-26-1)

Guidance literature:

With copper(l) iodide; manganese(II) fluoride; potassium hydroxide; N,N`-dimethylethylenediamine; In water; at 60 ℃; for 24h;

DOI:10.1002/ejoc.201201218

upstream raw materials:

4-methoxy-aniline

p-toluenesulfonyl chloride

N¹-Tosyl-N¹-(p-methoxyphenyl)-N²-(p-chlorophenyl)-acetamidine

3-[(4-Methoxy-phenyl)-(toluene-4-sulfonyl)-amino]-propionic acid ethyl ester

Downstream raw materials:

3-[N-(4-methoxyphenyl)(p-toluene)sulfonamido]propanoic acid

1,5-bis-[N-(toluene-4-sulfonyl)-p-anisidino]-pentane

N-acetyl-N-(toluene-4-sulfonyl)-p-anisidine

N-(4-methoxyphenyl)-N,4-dimethylbenzenesulfonamide

Refernces

• 1、 Ahmadpoor, Fatemeh,Nasrollahzadeh, Mahmoud,Nezafat, Zahra,Pakzad, Khatereh. "Synthesis of magnetic chitosan supported metformin-Cu(II) complex as a recyclable catalyst for N-arylation of primary sulfonamides". . . Retrieved 2021.
• 2、 Loukrakpam, Dineshwori Chanu,Phukan, Prodeep. "CuI catalyzed sulfamidation of arylboronic acid using TsNBr2 at room temperature". . p. 4855 - 4858. Retrieved 2017.
• 3、 Zhao, Feng,Li, Bin,Huang, Huawen,Deng, Guo-Jun. "Palladium-catalyzed N-arylsulfonamide formation from arylsulfonyl hydrazides and nitroarenes". . p. 13010 - 13013. Retrieved 2016.
• 4、 Jagadale, Megha,Khanapure, Sharanabasappa,Salunkhe, Rajashri,Rajmane, Mohan,Rashinkar, Gajanan. "Sustainable synthesis of sulfonamides using supported ionic liquid phase catalyst containing Keggin-type anion". . p. 125 - 131. Retrieved 2016.
• 5、 Nasrollahzadeh, Mahmoud,Ehsani, Ali,Maham, Mehdi. "Copper-catalyzed N-arylation of sulfonamides with boronic acids in water under ligand-free and aerobic conditions". . p. 505 - 508. Retrieved 2014.
• 6、 Lei, Ming,Tao, Xiao-Le,Wang, Yan-Guang. "A practical, water-soluble, ionic scavenger for the solution-phase syntheses of amides". . p. 532 - 536. Retrieved 2006.
• 7、 Hajiloo Shayegan, Mojtaba,Li, Zhong-Yuan,Cui, Xin. "Ligand-Controlled Regiodivergence for Catalytic Stereoselective Semireduction of Allenamides". supporting information. . Retrieved 2021/12/02.
• 8、 Wei, Mingjie,Liang, Dacheng,Cao, Xiaohui,Luo, Wenjun,Ma, Guojian,Liu, Zeyuan,Li, Le. "A Broad-Spectrum Catalytic Amidation of Sulfonyl Fluorides and Fluorosulfates**". supporting information. p. 7397 - 7404. Retrieved 2021/02/16.