4-(2-Aminoethyl)benzenesulfonamide

Base Information

• Chemical Name: 4-(2-Aminoethyl)benzenesulfonamide
• CAS No.: 35303-76-5
• Molecular Formula: C8H12N2O2S
• Molecular Weight: 200.261
• Hs Code.: DERIVATION
• European Community (EC) Number: 252-501-0
• UNII: WIA59Y34CJ
• DSSTox Substance ID: DTXSID20188814
• Nikkaji Number: J236.453K
• Wikidata: Q27097962
• Pharos Ligand ID: HCF68PFJ52A7
• Metabolomics Workbench ID: 151897
• ChEMBL ID: CHEMBL7087
• Mol file: 35303-76-5.mol

Synonyms:4-(2-aminoethyl)benzenesulfonamide;AEBSNH2

Chemical Property of 4-(2-Aminoethyl)benzenesulfonamide

Chemical Property:

• Appearance/Colour: white to yellowish crystalline powder powder
• Vapor Pressure: 3.31E-06mmHg at 25°C
• Melting Point: 150-152 °C(lit.)
• Refractive Index: 1.587
• Boiling Point: 387.4 °C at 760 mmHg
• PKA: 10.16±0.10(Predicted)
• Flash Point: 188.1 °C
• PSA: 94.56000
• Density: 1.293 g/cm³
• LogP: 2.31660
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: 15.5g/L at 20℃
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 200.06194880
• Heavy Atom Count: 13
• Complexity: 237

Purity/Quality:

≥98.0% ^*data from raw suppliers

4-(2-Aminoethyl)benzenesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C,Xi,Xn
• Statements: 34-22-36/37/38-20/21/22
• Safety Statements: 45-36/37/39-26-36-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CCN)S(=O)(=O)N
• Uses: 4-(2-Aminoethyl)benzenesulfonamide is used as the starting material in the synthesis of Des(5-methylpyrazinecarbonyl) trans-4-Methyl Glipizide (D292605); a degradation product of Glimepiride (G410150) which is a sulfonylurea hypoglycemic agent and an antidiabetic. 4-(2-Aminoethyl)benzenesulfonamide is also used as a reagent in the synthesis of deorphaning pyrrolopyrazines as potent multi-target antimalarial agents. 4-(2-Aminoethyl)benzenesulfonamide was used to develop a model system to study the implementation of a microfluid chip required for Fourier transform measurements of biochemical interactions.

Technology Process of 4-(2-Aminoethyl)benzenesulfonamide

There total 13 articles about 4-(2-Aminoethyl)benzenesulfonamide 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: 86.0%

4-cyanomethyl-benzenesulfonic acid amide (3665-08-5) → 4-(2-aminoethyl)benzenesulfonamide (35303-76-5)

Guidance literature:

With sodium methylate; nickel; In methanol; at 45 ℃; Electrochemical reaction;

DOI:10.1002/hlca.200690123

Reference yield: 78.0%

4-(β-acetylaminoethyl)phenylsulfonamide (41472-49-5) → 4-(2-aminoethyl)benzenesulfonamide (35303-76-5)

Guidance literature:

With sodium hydroxide; water; for 3h; Reflux;

DOI:10.1016/j.bmcl.2009.01.082

Reference yield:

4-[2-(2,2,2-trifluoroacetamido)ethyl]benzenesulfonyl chloride (223253-87-0) → 4-(2-aminoethyl)benzenesulfonamide (35303-76-5)

Guidance literature:

With ammonium hydroxide; In acetone; at 20 ℃;

upstream raw materials:

4-(β-acetylaminoethyl)phenylsulfonamide

4-(2-carboxyethyl)-benzenesulfonamide

4-cyanomethyl-benzenesulfonic acid amide

4-sulfamoyl-trans-cinnamic acid

Downstream raw materials:

2-Ethylamino-N-[2-(4-sulfamoyl-phenyl)-ethyl]-benzamide

4,4'-(dithiodicarbonothioyl)dimorpholine

DK₂

Refernces

• 1、 Zhang, Hui-bin,Zhang, Ya-an,Wu, Guan-zhong,Zhou, Jin-pei,Huang, Wen-long,Hu, Xiao-wen. "Synthesis and biological evaluation of sulfonylurea and thiourea derivatives substituted with benzenesulfonamide groups as potential hypoglycemic agents". scheme or table. p. 1740 - 1744. Retrieved 2009/12/03.
• 2、 -. "N-(4-[2-(pyrazole-1-carbonamide)-ethyl]-benzenesulphonyl)-urea". . . Retrieved 2008/06/13.