4-Methyl-N-tosylbenzamide

Base Information

• Chemical Name: 4-Methyl-N-tosylbenzamide
• CAS No.: 120336-96-1
• Molecular Formula: C15H15 N O3 S
• Molecular Weight: 289.355
• Hs Code.: 2935009090
• NSC Number: 144057
• DSSTox Substance ID: DTXSID70301536
• Nikkaji Number: J570.094I
• Wikidata: Q82045588
• ChEMBL ID: CHEMBL1889770
• Mol file: 120336-96-1.mol

Synonyms:4-Methyl-N-tosylbenzamide;120336-96-1;4-Methyl-N-(4-methyl-benzoyl)-benzenesulfonamide;4-methyl-N-(4-methylphenyl)sulfonylbenzamide;NSC144057;Oprea1_335318;Oprea1_869854;MLS000714080;SCHEMBL9176266;CHEMBL1889770;DTXSID70301536;HMS2744K24;AKOS002270609;NSC-144057;4-Methyl-N-(4-methyl-benzoyl)-benzene;SMR000273560;4-methyl-N-(4-methylbenzenesulfonyl)benzamide;4-methyl-N-(4-methylbenzenesulfonyl)benzamide];4-Methyl-N-(4-methylbenzoyl)benzenesulfonamide;4-Methyl-N-[(4-methylphenyl)sulfonyl]benzamide;4-Methyl-N-(4-methylbenzene-1-sulfonyl)benzamide;SR-01000321226;SR-01000321226-1;4-Methyl-N-(4-methylbenzenesulfonyl)benzenecarboxamide;Z56667721

Chemical Property of 4-Methyl-N-tosylbenzamide

Chemical Property:

• PSA: 71.62000
• LogP: 3.89380
• Storage Temp.: 2-8°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 289.07726451
• Heavy Atom Count: 20
• Complexity: 425

Purity/Quality:

98% ^*data from raw suppliers

4-METHYL-N-(4-METHYL-BENZOYL)-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)C(=O)NS(=O)(=O)C2=CC=C(C=C2)C

Technology Process of 4-Methyl-N-tosylbenzamide

There total 29 articles about 4-Methyl-N-tosylbenzamide 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: 96.0%

4-toluenesulfonyl azide (941-55-9) + p-Toluic acid (99-94-5) → N-<(4-Methylphenyl)sulfonyl>-4-methylbenzenecarboxamide (120336-96-1)

Guidance literature:

With dicobalt octacarbonyl; tert-butylisonitrile; In acetonitrile; at 80 ℃; for 4h;

DOI:10.1021/acs.joc.8b01300

Reference yield: 94.0%

[N-(p-tolylsulfonyl)imino]phenyliodinane (55962-05-5) + 4-methyl-benzaldehyde (104-87-0) → N-<(4-Methylphenyl)sulfonyl>-4-methylbenzenecarboxamide (120336-96-1)

Guidance literature:

With pyridine; iron(II) chloride; In dichloromethane; at 20 ℃; for 18h; Molecular sieve; Inert atmosphere;

DOI:10.1021/jo200284a

Reference yield: 93.0%

PhN=IPh + 4-methyl-benzaldehyde (104-87-0) → N-<(4-Methylphenyl)sulfonyl>-4-methylbenzenecarboxamide (120336-96-1)

Guidance literature:

With pyridine; copper(l) iodide; In dichloromethane; at 20 ℃; for 18h; Inert atmosphere; Molecular sieve;

DOI:10.1039/b918588g

upstream raw materials:

para-chlorotoluene

toluene-4-sulfonamide

Tosyl isocyanate

4-tolyltrimethylstannane

Refernces

• 1、 Sarma, Manas Jyoti,Phukan, Prodeep. "Unexpected C-C bond cleavage of α-nitroketone in the presence of TsNBr2: A new pathway for C-N bond formation". . p. 257 - 262. Retrieved 2016.
• 2、 Sang, Dayong,Dong, Bingqian,Liu, Yunfeng,Tian, Juan. "Chemoselective Cleavage of Acylsulfonamides and Sulfonamides by Aluminum Halides". . p. 3586 - 3595. Retrieved 2022/02/25.
• 3、 Silva, Luana,Rosário, Alisson R.,Machado, Bianca M.,Lüdtke, Diogo S.. "Traceless selenocarboxylates for the one-pot synthesis of amides and derivatives". . . Retrieved 2020/12/25.