4-(Methylsulfonyl)aniline

Base Information

• Chemical Name: 4-(Methylsulfonyl)aniline
• CAS No.: 5470-49-5
• Molecular Formula: C7H9NO2S
• Molecular Weight: 171.22
• Hs Code.: 2921420090
• European Community (EC) Number: 226-803-8
• NSC Number: 229035,27552
• UNII: UZ65E6P9TF
• DSSTox Substance ID: DTXSID50203165
• Nikkaji Number: J210.549G
• Wikidata: Q72490736
• ChEMBL ID: CHEMBL1329603
• Mol file: 5470-49-5.mol

Synonyms:4-(methylsulfonyl)aniline

Chemical Property of 4-(Methylsulfonyl)aniline

Chemical Property:

• Appearance/Colour: off-white crystals
• Melting Point: 243-245°C
• Boiling Point: 384.3 °C at 760 mmHg
• PKA: pK1:1.48(+1) (25°C)
• Flash Point: 186.2 °C
• PSA: 68.54000
• Density: 1.282 g/cm³
• LogP: 2.33430
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Light Sensitive
• Solubility.: Chloroform (Slightly, Sonicated), Ethyl Acetate (Slightly, Sonicated)
• Water Solubility.: Soluble in water.
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 171.03539970
• Heavy Atom Count: 11
• Complexity: 209

Purity/Quality:

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

4-(Methylsulfonyl)aniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CS(=O)(=O)C1=CC=C(C=C1)N
• Uses: It is used as pharmaceutical intermediate. A series of 4-(methylsulfonyl)aniline derivatives were synthesized in order to obtain new compounds as a potential anti-inflammatory agents with expected selectivity against COX-2 enzyme.

Technology Process of 4-(Methylsulfonyl)aniline

There total 38 articles about 4-(Methylsulfonyl)aniline 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%

N-(4-(methylsulfonyl)phenyl)-1,1-diphenylmethanimine → 4-methanesulfonylphenylamine (5470-49-5)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 1h;

DOI:10.1002/chem.202002800

Reference yield: 95.1%

N-(4-methanesulfonylphenyl)acetamide (22821-80-3) → 4-methanesulfonylphenylamine (5470-49-5)

Guidance literature:

With hydrogenchloride; In water; for 4h; Heating;

DOI:10.1002/hlca.19830660407

Reference yield: 87.0%

1-methanesulfonyl-4-nitrobenzene (2976-30-9) → 4-methanesulfonylphenylamine (5470-49-5)

Guidance literature:

With iron(III) chloride; pyrographite; hydrazine hydrate; In ethanol; for 4h; Heating;

DOI:10.1135/cccc19850519

upstream raw materials:

1-methanesulfonyl-4-nitrobenzene

N-(4-methanesulfonylphenyl)acetamide

N-(4-((2-oxo-2-phenylethyl)sulfonyl)phenyl)acetamide

4-chlorophenyl methyl sulfone

Downstream raw materials:

N-(4-Methanesulfonyl-phenyl)-methanesulfonamide

1--2-naphtol

4-methyl-N-[4-(methylsulfonyl)phenyl]benzenecarboximidamide

3,4-methylenedioxy-N-[4-(methylsulfonyl)phenyl]benzenecarboximidamide

Refernces

• 1、 -. "Method for catalytically oxidizing thioether to sulphone". Paragraph 0035-0038. . Retrieved 2021/11/19.
• 2、 Han, Dongyang,Li, Sasa,Xia, Siqi,Su, Mincong,Jin, Jian. "Nickel-Catalyzed Amination of (Hetero)aryl Halides Facilitated by a Catalytic Pyridinium Additive". supporting information. p. 12349 - 12354. Retrieved 2020/09/09.