3-Amino-N-(4-methoxy-phenyl)-benzenesulfonamide

Base Information

• Chemical Name: 3-Amino-N-(4-methoxy-phenyl)-benzenesulfonamide
• CAS No.: 201996-24-9
• Molecular Formula: C13H14N2O3S
• Molecular Weight: 278.32700
• European Community (EC) Number: 868-230-1
• DSSTox Substance ID: DTXSID801252086
• Mol file: 201996-24-9.mol

Synonyms:3-Amino-N-(4-methoxy-phenyl)-benzenesulfonamide;3-amino-N-(4-methoxyphenyl)benzenesulfonamide;201996-24-9;3-amino-N-(4-methoxyphenyl)benzene-1-sulfonamide;Cambridge id 5135381;SCHEMBL4072331;DTXSID801252086;STL301406;AKOS000115614;SB82028;CS-0218815;EN300-02118;AB00074271-01;J-511701;Z57965509

Chemical Property of 3-Amino-N-(4-methoxy-phenyl)-benzenesulfonamide

Chemical Property:

• Melting Point: 154 - 155 °C
• Boiling Point: 490.4±55.0 °C(Predicted)
• PKA: 9.76±0.10(Predicted)
• PSA: 89.80000
• Density: 1.358±0.06 g/cm3(Predicted)
• LogP: 3.81320
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 278.07251349
• Heavy Atom Count: 19
• Complexity: 372

Purity/Quality:

99% ^*data from raw suppliers

3-Amino-N-(4-methoxyphenyl)benzenesulfonamide 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)NS(=O)(=O)C2=CC=CC(=C2)N

Technology Process of 3-Amino-N-(4-methoxy-phenyl)-benzenesulfonamide

There total 4 articles about 3-Amino-N-(4-methoxy-phenyl)-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: 94.0%

N-(4-methoxy-phenyl)-3-nitro-benzenesulfonamide (180631-81-6) → 3-amino-N-(4-methoxy-phenyl)-benzenesulfonamide (201996-24-9)

Guidance literature:

With tin(II) chloride dihdyrate; In ethyl acetate; for 2h; Heating; Reflux;

DOI:10.1021/acsinfecdis.1c00231

Reference yield: 92.0%

→ 3-amino-N-(4-methoxy-phenyl)-benzenesulfonamide (201996-24-9)

Guidance literature:

With palladium on activated charcoal; hydrogen; In ethanol; for 1h;

Reference yield:

4-methoxy-aniline (104-94-9) → 3-amino-N-(4-methoxy-phenyl)-benzenesulfonamide (201996-24-9)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / dichloromethane / 3 h / 20 °C / Inert atmosphere

2: tin(II) chloride dihdyrate / ethyl acetate / 2 h / Heating; Reflux

With pyridine; tin(II) chloride dihdyrate; In dichloromethane; ethyl acetate;

DOI:10.1021/acsinfecdis.1c00231

upstream raw materials:

N-(4-methoxy-phenyl)-3-nitro-benzenesulfonamide

4-methoxy-aniline

3-nitrobenzenesulphonyl chloride

Downstream raw materials:

2-chloro-N-[3-(4-methoxy-phenylsulfamoyl)-phenyl]-acetamide

Refernces

• 1、 -. "USE OF DDX3 INHIBITORS AS ANTIPROLIFERATIVE AGENTS". Page/Page column 69; 70; 72; 73. . Retrieved 2017/10/30.
• 2、 Al-Nadaf, Afaf,Sheikha, Ghassan Abu,Taha, Mutasem O.. "Elaborate ligand-based pharmacophore exploration and QSAR analysis guide the synthesis of novel pyridinium-based potent β-secretase inhibitory leads". experimental part. p. 3088 - 3115. Retrieved 2010/07/08.