N-{2-[4-(Aminosulfonyl)phenyl]ethyl}acetamide

Base Information

• Chemical Name: N-{2-[4-(Aminosulfonyl)phenyl]ethyl}acetamide
• CAS No.: 41472-49-5
• Molecular Formula: C10H14N2O3S
• Molecular Weight: 242.299
• Hs Code.: 2935009090
• European Community (EC) Number: 255-386-5
• UNII: SL3TT94T4C
• DSSTox Substance ID: DTXSID10194368
• Nikkaji Number: J320.082E
• Wikidata: Q27097385
• Metabolomics Workbench ID: 151303
• Mol file: 41472-49-5.mol

Synonyms:41472-49-5;N-(4-Sulfamoylphenethyl)acetamide;N-[2-(4-sulfamoylphenyl)ethyl]acetamide;N-{2-[4-(Aminosulfonyl)phenyl]ethyl}acetamide;EINECS 255-386-5;N-(2-(4-(Aminosulphonyl)phenyl)ethyl)acetamide;N-(P-SULFAMOYLPHENETHYL)ACETAMIDE;N-[2-[4-(Aminosulfonyl)phenyl]ethyl]-acetamide;Acetamide, N-[2-[4-(aminosulfonyl)phenyl]ethyl]-;4-(2-Acetylaminoethyl)benzenesulfonamide;N-[2-[4-(Aminosulfonyl)phenyl]ethyl]acetamide;N-[2-[4-(aminosulphonyl)phenyl]ethyl]acetamide;Acetamide, N-(2-(4-(aminosulfonyl)phenyl)ethyl)-;2nmx;2nns;D0M7QA;SL3TT94T4C;Oprea1_087799;CBDivE_010614;SCHEMBL9016571;(R)-3-(N-Boc-amino)piperidine;DTXSID10194368;DK-42;HMS1786I07;HMS3604G22;Acetamide, N-p-sulfamoylphenethyl-;MFCD00193755;AKOS000987732;p-(2-acetamidoethyl)benzenesulfonamide;DB08155;N-Acetyl (2-aminoethyl)benzene sulphonamide;CS-0309155;EU-0003639;FT-0629795;N-[2-(4-sulfamoyl-phenyl)-ethyl]-acetamide;4-[2-(N-Acetylamino)ethyl]benzene Sulfonamide;D96085;4-[N-Acetyl-2-(aminoethyl)]benzenesulphonamide;EN300-1617963;A852215;SR-01000421000;SR-01000421000-1;Q27097385;Z30857828

Chemical Property of N-{2-[4-(Aminosulfonyl)phenyl]ethyl}acetamide

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 3.31E-06mmHg at 25°C
• Melting Point: 168-174 °C
• Boiling Point: 387.4°C at 760 mmHg
• PKA: 10.16±0.10(Predicted)
• Flash Point: 188.1°C
• PSA: 97.64000
• Density: 1.274 g/cm³
• LogP: 2.18460
• Storage Temp.: 2-8°C
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 242.07251349
• Heavy Atom Count: 16
• Complexity: 327

Purity/Quality:

99% ^*data from raw suppliers

N-[2-[4-(Aminosulfonyl)phenyl]ethyl]-acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NCCC1=CC=C(C=C1)S(=O)(=O)N
• Uses: N-[2-[4-(Aminosulfonyl)phenyl]ethyl]-acetamide is used in the synthesis of sulfonylurea and thiourea derivatives substituted with benzenesulfonamide groups that can be used as potential hypoglycemic agents.

Technology Process of N-{2-[4-(Aminosulfonyl)phenyl]ethyl}acetamide

There total 6 articles about N-{2-[4-(Aminosulfonyl)phenyl]ethyl}acetamide 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: 89.9%

sulfonyl chloride (35450-53-4) → 4-(β-acetylaminoethyl)phenylsulfonamide (41472-49-5)

Guidance literature:

With ammonium hydroxide; In water; at 20 ℃; for 12h;

DOI:10.1016/j.bmcl.2009.01.082

Reference yield: 79.0%

acetic anhydride (108-24-7) + 4-(2-aminoethyl)benzenesulfonamide (35303-76-5) → 4-(β-acetylaminoethyl)phenylsulfonamide (41472-49-5)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 14h;

DOI:10.1021/ja068359w

Reference yield:

acetyl chloride (75-36-5) + 4-(2-aminoethyl)benzenesulfonamide (35303-76-5) → 4-(β-acetylaminoethyl)phenylsulfonamide (41472-49-5)

Guidance literature:

4-(2-aminoethyl)benzenesulfonamide; With triethylamine; In dichloromethane; at 0 ℃; for 0.0833333h;

acetyl chloride; In dichloromethane; at 0 - 20 ℃; for 3h;

upstream raw materials:

sulfonyl chloride

acetic anhydride

4-(2-aminoethyl)benzenesulfonamide

methyl-N-(benzyl-methyl)-formamide

Downstream raw materials:

4-(2-aminoethyl)benzenesulfonamide

C₂₆H₃₄N₄O₆S

1-cyclohexyl-3-<4-(β-benzyloxycarbonylalanylaminoethyl)phenylsulfonyl>urea

C₃₂H₃₈N₄O₆S

Refernces

• 1、 Manickam, Manoj,Jalani, Hitesh B.,Pillaiyar, Thanigaimalai,Boggu, Pulla Reddy,Sharma, Niti,Venkateswararao, Eeda,Lee, You-Jung,Jeon, Eun-Seok,Son, Min-Jeong,Woo, Sun-Hee,Jung, Sang-Hun. "Design and synthesis of sulfonamidophenylethylureas as novel cardiac myosin activator". . p. 1869 - 1887. Retrieved 2017/12/28.
• 2、 -. "Compounds with cardiac myosin activating function and pharmaceutical composition containing the same for treating or preventing heart failure". Paragraph 0875-0878. . Retrieved 2017/02/02.