4'-(Methylsulfonyl)acetanilide

Base Information

• Chemical Name: 4'-(Methylsulfonyl)acetanilide
• CAS No.: 22821-80-3
• Molecular Formula: C9H11 N O3 S
• Molecular Weight: 229.257
• Hs Code.: 2924299090
• NSC Number: 85737
• DSSTox Substance ID: DTXSID60292823
• Nikkaji Number: J29.476D
• Wikidata: Q82031288
• Mol file: 22821-80-3.mol

Synonyms:4'-(Methylsulfonyl)acetanilide;22821-80-3;N-(4-methylsulfonylphenyl)acetamide;N-(4-(Methylsulfonyl)phenyl)acetamide;n-[4-(methylsulfonyl)phenyl]acetamide;NSC85737;Acetamide, N-[4-(methylsulfonyl)phenyl]-;4'-Methylsulfonylacetanilide;NCIOpen2_004825;4-methylsulphonyl-acetanilide;p-(Methylsulfonyl)acetanilide;SCHEMBL756792;DTXSID60292823;Acetanilide, 4'-(methylsulfonyl)-;XAA82180;N-(4-methanesulfonylphenyl)acetamide;4-(METHYLSULFONYL)ACETANILIDE;MFCD00025068;NSC 85737;NSC-85737;AKOS008919177;AC-18791;CS-0236218;EN300-1697738;F2889-0137

Chemical Property of 4'-(Methylsulfonyl)acetanilide

Chemical Property:

• Melting Point: 183 °C
• Boiling Point: 477°Cat760mmHg
• PKA: 14.06±0.70(Predicted)
• Flash Point: 242.3°C
• PSA: 71.62000
• Density: 1.297g/cm³
• LogP: 2.20230
• Storage Temp.: 2-8°C
• XLogP3: 0.6
• 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:

97% ^*data from raw suppliers

4''-(Methylsulfonyl)acetanilide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=CC=C(C=C1)S(=O)(=O)C

Technology Process of 4'-(Methylsulfonyl)acetanilide

There total 18 articles about 4'-(Methylsulfonyl)acetanilide 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: 88.0%

4-acetaminophenol (103-90-2,8055-08-1) + methanesulfonyl chloride (124-63-0) → methanesulfonic acid 4-acetamidophenyl ester (22821-80-3)

Guidance literature:

With triethylamine; In ethyl acetate; at 0 - 20 ℃; for 0.166667h; Green chemistry;

DOI:10.1055/s-0034-1378867

Reference yield: 82.0%

4-Acetamido-1-iodobenzene (622-50-4) + sodium methansulfinate (20277-69-4) → N-(4-methanesulfonylphenyl)acetamide (22821-80-3)

Guidance literature:

With copper(l) iodide; sodium L-prolinate; In dimethyl sulfoxide; at 80 ℃; for 24h;

DOI:10.1021/jo047758b

Reference yield: 80.0%

→ N-(4-methanesulfonylphenyl)acetamide (22821-80-3)

Guidance literature:

With potassium phosphate; copper(l) iodide; C₁₆H₁₈N₂O; In dimethyl sulfoxide; at 120 ℃; for 24h; Schlenk technique; Inert atmosphere;

upstream raw materials:

4'-(methylthio)acetanilide

4-acetamidobenzenesulfinic acid

methyl iodide

dimethyl sulfate

Downstream raw materials:

4-methanesulfonylphenylamine

acetic acid-(4-methanesulfonyl-2-nitro-anilide)

4-methanesulfonyl-2,6-dinitro-aniline

N-(4-methanesulfonyl-phenyl)-diacetamide