4'-Nitro-p-toluenesulfonanilide

Base Information

• Chemical Name: 4'-Nitro-p-toluenesulfonanilide
• CAS No.: 734-25-8
• Molecular Formula: C13H12N2O4S
• Molecular Weight: 292.315
• Hs Code.: 2935009090
• European Community (EC) Number: 211-994-2
• NSC Number: 49573
• UNII: J9ZZ3TP9ZJ
• DSSTox Substance ID: DTXSID2061064
• Nikkaji Number: J193.102D
• Wikidata: Q81989294
• ChEMBL ID: CHEMBL2272652
• Mol file: 734-25-8.mol

Synonyms:4'-Nitro-p-toluenesulfonanilide;734-25-8;4-Methyl-N-(4-nitrophenyl)benzenesulfonamide;Benzenesulfonamide, 4-methyl-N-(4-nitrophenyl)-;p-Toluenesulfonanilide, 4'-nitro-;J9ZZ3TP9ZJ;N-(p-Nitrophenyl)-p-toluenesulphonamide;4-methyl-N-(4-nitrophenyl)benzene-1-sulfonamide;EINECS 211-994-2;NSC 49573;NSC-49573;NSC49573;UNII-J9ZZ3TP9ZJ;SCHEMBL6577363;CHEMBL2272652;DTXSID2061064;4'-Nitro-p-toluenesulphonanilide;BDBM237305;p-Toluenesulphonanilide, 4'-nitro-;MFCD00129916;AKOS003239072;N-(4-toluenesulfonyl)-4-nitroaniline;N-(4-Nitrophenyl)-p-toluenesulfonamide;N-(p-Nitrophenyl)-p-toluenesulfonamide;LS-07407;BB 0303973;CS-0317221;FT-0632889;N0632;4-Methyl-N-(4-nitrophenyl)benzenesulphonamide;N-(4-Nitrophenyl)-4-methylbenzenesulfonamide;n-(4-nitrophenyl)-4-methylbenzenesulphonamide;D91753;A837828;Benzenesulphonamide, 4-methyl-N-(4-nitrophenyl)-;SR-01000252580;SR-01000252580-1;4-Methyl-N-(4-nitrophenyl) benzenesulfonamide (11)

Chemical Property of 4'-Nitro-p-toluenesulfonanilide

Chemical Property:

• Melting Point: 191 °C
• Boiling Point: 469.5 °C at 760 mmHg
• Flash Point: 237.7 °C
• PSA: 100.37000
• Density: 1.414 g/cm³
• LogP: 4.38100
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 292.05177804
• Heavy Atom Count: 20
• Complexity: 424

Purity/Quality:

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

4'-Nitro-p-toluenesulfonanilide ^*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)[N+](=O)[O-]

Technology Process of 4'-Nitro-p-toluenesulfonanilide

There total 30 articles about 4'-Nitro-p-toluenesulfonanilide 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: 98.0%

toluene-4-sulfonamide (70-55-3) + 4-nitro-benzoic acid (62-23-7) → N-(4-nitrophenyl)-4-methylbenzenesulfonamide (734-25-8)

Guidance literature:

With dipotassium peroxodisulfate; silver nitrate; In toluene; at 110 ℃; for 1h; Sealed tube;

DOI:10.1002/aoc.5449

Reference yield: 96.0%

toluene-4-sulfonamide (70-55-3) + para-nitrophenyl bromide (586-78-7) → N-(4-nitrophenyl)-4-methylbenzenesulfonamide (734-25-8)

Guidance literature:

With copper(l) iodide; N,N`-dimethylethylenediamine; In 1,4-dioxane; at 100 - 110 ℃; for 6h; Inert atmosphere;

DOI:10.1007/s12039-010-0015-x

Reference yield: 95.0%

toluene-4-sulfonamide (70-55-3) + 4-Fluoronitrobenzene (350-46-9,178603-76-4) → N-(4-nitrophenyl)-4-methylbenzenesulfonamide (734-25-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 140 ℃; for 0.2h; Microwave irradiation;

DOI:10.1016/j.tetlet.2019.01.041

upstream raw materials:

phenyl toluenesulfonamide

4-nitro-aniline

p-toluenesulfonyl chloride

ethanol

Downstream raw materials:

N-(4-nitrophenyl)-di(p-toluenesulfonyl)amine

toluene-4-sulfonic acid-(N-ethyl-4-nitro-anilide)

toluene-4-sulfonic acid-(N-methyl-4-nitro-anilide)

N-isopropyl-p-nitroaniline

Refernces

• 1、 Alavinia, Sedigheh,Ghorbani-Vaghei, Ramin,Rakhtshah, Jamshid,Yousefi Seyf, Jaber,Ali Arabian, Iman. "Copper iodide nanoparticles-decorated porous polysulfonamide gel: As effective catalyst for decarboxylative synthesis of N-Arylsulfonamides". . . Retrieved 2020/01/22.
• 2、 Huang, Zhi-You,Liu, Min,Mao, Yi-Jun,Chen, Yu-De,Wang, Yan-Ping,Liu, Chong. "A microwave-assisted approach to N-(2-nitrophenyl)benzenesulfonamides that enhanced peroxidase activity in response to excess cadmium". supporting information. p. 626 - 629. Retrieved 2019/02/01.