N-(4-methylphenyl)sulfonylacetamide

Base Information

• Chemical Name: N-(4-methylphenyl)sulfonylacetamide
• CAS No.: 1888-33-1
• Molecular Formula: C9H11NO3S
• Molecular Weight: 213.257
• Hs Code.: 2935009090
• European Community (EC) Number: 606-156-1
• NSC Number: 144080
• DSSTox Substance ID: DTXSID00301544
• Nikkaji Number: J502.301G
• Mol file: 1888-33-1.mol

Synonyms:N-(4-methylphenyl)sulfonylacetamide;1888-33-1;N-Tosylacetamide;N-Acetyl-p-toluene sulfonamide;n-[(4-methylphenyl)sulfonyl]acetamide;NSC 144080;NSC144080;N-acetyl-4-tolylsulfonamide;N-(P-TOSYL)ACETAMIDE;IFLab1_000034;SCHEMBL5931251;DTXSID00301544;HMS1412B12;N-(4-methylbenzenesulfonyl)acetamide;MFCD00159373;AKOS001022111;N-acetyl-4-methyl-1-benzenesulfonamide;NSC-144080;SDCCGMLS-0065442.P001;IDI1_008253;AS-15106;CS-0059733;M3123;W16768;SR-01000004826;SR-01000004826-1;Z56754590

Chemical Property of N-(4-methylphenyl)sulfonylacetamide

Chemical Property:

• Melting Point: 140 °C
• Refractive Index: 1.538
• PSA: 71.62000
• Density: 1.254 g/cm³
• LogP: 2.29150
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 213.04596439
• Heavy Atom Count: 14
• Complexity: 297

Purity/Quality:

99% ^*data from raw suppliers

N-Acetyl-p-toluenesulfonamide ^*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)NC(=O)C

Technology Process of N-(4-methylphenyl)sulfonylacetamide

There total 36 articles about N-(4-methylphenyl)sulfonylacetamide 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: 98.5%

4-methyl-N-( propylcarbamoyl)benzenesulfonamide (24570-88-5) + acetic anhydride (108-24-7) → N-acetyl-(4-methylbenzene)sulfonamide (1888-33-1)

Guidance literature:

With pyridine; Ambient temperature;

DOI:10.1021/jo00224a077

Reference yield: 97.0%

acetic anhydride (108-24-7) + toluene-4-sulfonamide (70-55-3) → N-acetyl-(4-methylbenzene)sulfonamide (1888-33-1)

Guidance literature:

With zinc(II) chloride; at 20 ℃; for 0.0333333h;

DOI:10.1016/j.tetlet.2007.08.048

Reference yield: 90.0%

toluene-4-sulfonamide (70-55-3) + acetyl chloride (75-36-5) → N-acetyl-(4-methylbenzene)sulfonamide (1888-33-1)

Guidance literature:

With sulfuric acid; silica gel; at 20 ℃; for 0.416667h;

DOI:10.1016/j.bmc.2008.04.011

upstream raw materials:

acetic anhydride

toluene-4-sulfonamide

Tosyl isocyanate

acetic acid

Downstream raw materials:

acetamide

N-acetyl-N-tosylphenacylamine

1-hydroxy-2-acetonaphthone

1-acetamidonaphthalene

Refernces

• 1、 Massah, Ahmad Reza,Momeni, Ahmad Reza,Dabagh, Mina,Aliyan, Hamid,Naghash, Hamid Javaherian. "Facile synthesis of N-acylsulfonamide in the presence of silica chloride (SiO2-Cl) both under heterogeneous and solvent-free conditions". . p. 265 - 273. Retrieved 2008.
• 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、 Dong, Yi,Chen, Jiajing,Xu, Heng. "Rhodium(iii)-catalyzed sulfonamide directed ortho C-H carbenoid functionalization via metal carbene migratory insertion". supporting information. p. 2027 - 2030. Retrieved 2019/02/19.