3-amino-N-phenylbenzenesulfonamide

Base Information

• Chemical Name: 3-amino-N-phenylbenzenesulfonamide
• CAS No.: 80-21-7
• Molecular Formula: C12H12N2O2S
• Molecular Weight: 248.305
• Hs Code.: 2935009090
• European Community (EC) Number: 201-259-4
• NSC Number: 4989
• UNII: TB92UA8FRX
• DSSTox Substance ID: DTXSID7058830
• Nikkaji Number: J4.248J
• Wikidata: Q72437935
• ChEMBL ID: CHEMBL1447534
• Mol file: 80-21-7.mol

Synonyms:3-amino-N-phenylbenzenesulfonamide;80-21-7;3-Aminobenzenesulfonanilide;Metanilanilide;Benzenesulfonamide, 3-amino-N-phenyl-;m-Aminobenzenesulphonanilide;3-amino-N-phenylbenzene-1-sulfonamide;Benzenesulfonanilide, 3-amino-;TB92UA8FRX;NSC 4989;NSC-4989;EINECS 201-259-4;3-Amino-N-phenyl-benzenesulfonamide;m-Aminobenzene sulfonanilide;m-aminobenzensulfonanilid;UNII-TB92UA8FRX;m-Aminobenzenesufhonanilide;MLS000703707;SCHEMBL3973555;CHEMBL1447534;DTXSID7058830;NSC4989;BBL003796;Benzenesulfonamide,3-amino-N-phenyl-;MFCD00035928;STK522202;AKOS000143468;DS-0496;NCGC00245017-01;AC-11897;SMR000274072;AM20060863;CS-0207123;FT-0689282;EN300-39177;A839866;SR-01000326064;SR-01000326064-1;W-104243;Z239126054

Chemical Property of 3-amino-N-phenylbenzenesulfonamide

Chemical Property:

• Appearance/Colour: ivory powder
• Vapor Pressure: 1.32E-08mmHg at 25°C
• Melting Point: ≥121oC
• Refractive Index: 1.669
• Boiling Point: 458.9 °C at 760 mmHg
• Flash Point: 231.3 °C
• PSA: 80.57000
• Density: 1.373 g/cm³
• LogP: 3.80460
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 248.06194880
• Heavy Atom Count: 17
• Complexity: 331

Purity/Quality:

99% ^*data from raw suppliers

3-Amino-N-phenylbenzenesulfonamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-amino-N-phenylbenzenesulfonamide

There total 4 articles about 3-amino-N-phenylbenzenesulfonamide 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: 78.0%

3-nitro-N-phenylbenzenesulfonamide (28791-26-6) → 1-aminobenzene-3-sulphonic acid phenylamide (80-21-7)

Guidance literature:

With tin(ll) chloride; In tetrahydrofuran; at 135 ℃; for 0.25h; Microwave irradiation;

Reference yield:

3-acetylamino-benzenesulfonic acid anilide (85169-25-1) → 1-aminobenzene-3-sulphonic acid phenylamide (80-21-7)

Guidance literature:

With hydrogenchloride; at 100 ℃; for 2h;

DOI:10.1016/j.ejmech.2021.113777

Reference yield:

3-acetamidobenzene-1-sulfonyl chloride (23905-46-6) → 1-aminobenzene-3-sulphonic acid phenylamide (80-21-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 2 h / 20 °C

2: hydrogenchloride / 2 h / 100 °C

With hydrogenchloride; triethylamine; In dichloromethane;

DOI:10.1016/j.ejmech.2021.113777

upstream raw materials:

3-nitro-N-phenylbenzenesulfonamide

3-acetylamino-benzenesulfonic acid anilide

3-acetamidobenzene-1-sulfonyl chloride

Downstream raw materials:

2-(4-diethylamino-2-methyl-phenylimino)-3-oxo-3-phenyl-propionic acid-(3-phenylsulfamoyl-anilide)

2-chloro-N-[3-(anilinyl-1-sulfonyl)phenyl]acetamide

3-oxo-3-phenyl-propionic acid-(3-phenylsulfamoyl-anilide)

Refernces

• 1、 -. "THERAPEUTIC COMPOUNDS AND COMPOSITIONS". Page/Page column 184; 185. . Retrieved 2014/05/07.
• 2、 -. "2-Anilino-4-(Heterocyclic) Amino-Pyrimidines". Page/Page column 23; 24. . Retrieved 2008/06/13.