4-(3'-Methylphenyl)amino-3-pyridinesulfonamide

Base Information

• Chemical Name: 4-(3'-Methylphenyl)amino-3-pyridinesulfonamide
• CAS No.: 72811-73-5
• Molecular Formula: C12H13N3O2S
• Molecular Weight: 263.32
• Hs Code.: 2935909550
• European Community (EC) Number: 615-805-8
• UNII: 7GN70NEN27
• DSSTox Substance ID: DTXSID40223135
• Nikkaji Number: J3.047.080J
• Wikidata: Q27268264
• ChEMBL ID: CHEMBL1890160
• Mol file: 72811-73-5.mol

Synonyms:72811-73-5;4-(m-Tolylamino)pyridine-3-sulfonamide;4-(3'-methylphenyl)amino-3-pyridinesulfonamide;4-(3-methylanilino)pyridine-3-sulfonamide;4-[(3-methylphenyl)amino]pyridine-3-sulfonamide;4-(3-Methylphenyl)Amino-3-Pyridinesulfonamide;BM-960102;4-[(3-Methylphenyl)amino]-3-pyridinesulfonamide;3-Sulfonamido-4-(3-methylanilino)pyridine;UNII-7GN70NEN27;7GN70NEN27;BM 960102;4-((3-Methylphenyl)amino)-3-pyridinesulfonamide;3-Pyridinesulfonamide, 4-((3-methylphenyl)amino)-;3-Pyridinesulfonamide, 4-[(3-methylphenyl)amino]-;MFCD00661332;4-(3-toluidino)pyridine-3-sulfonamide;4-(3-methylphenylamino)pyridine-3-sulfonamide;EC 615-805-8;Torsemide Impurity B;[4-(3-Methylphenyl)amino]pyridine-3-sulphonamide;4-(-3-Methylphenyl)amino-3-pyridinesulfonamide;4-(3-Methylphenyl)amino-3-Pyridine Sulfonamide;3-SULFONAMIDO-4-(3-METHYLANILINO)-PYRIDINE;MLS001180446;SCHEMBL2876602;CHEMBL1890160;DTXSID40223135;HMS2804F17;BCP11204;STL451287;4-(m-Tolylamino)-3-sulfamoylpyridine;AKOS015889810;AC-2050;CK-0211;CS-O-32208;CS-W012463;SMR000476525;4-(3-methylanilino)-3-pyridinesulfonamide;TORASEMIDE IMPURITY B [EP IMPURITY];4-(3-Methylphenyl)amino-3-sulfamoylpyridine;FT-0641424;T3007;4-(3-Methylphenyl)aminopyridine-3-sulfonamide;4-(3-methylphenylamino)-3-pyridine sulfonamide;4-(3-methylphenyl-amino)-3-pyridine sulfonamide;4-(3-methylphenylamino)-3-pyridine-sulphonamide;A837631;AJ-333/25006115;Q27268264

Chemical Property of 4-(3'-Methylphenyl)amino-3-pyridinesulfonamide

Chemical Property:

• Vapor Pressure: 3.23E-09mmHg at 25°C
• Melting Point: 162-164oC
• Refractive Index: 1.641
• Boiling Point: 475.8 °C at 760 mmHg
• PKA: 9.53±0.60(Predicted)
• Flash Point: 241.5 °C
• PSA: 93.46000
• Density: 1.357 g/cm³
• LogP: 3.63510
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 263.07284784
• Heavy Atom Count: 18
• Complexity: 366

Purity/Quality:

98% ^*data from raw suppliers

4-[(3-Methylphenyl)amino]-3-pyridinesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)NC2=C(C=NC=C2)S(=O)(=O)N
• Uses: Torasemide intermediate.

Technology Process of 4-(3'-Methylphenyl)amino-3-pyridinesulfonamide

There total 3 articles about 4-(3'-Methylphenyl)amino-3-pyridinesulfonamide 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: 96.5%

4-chloropyridine-3-sulphonamide (33263-43-3) + 1-amino-3-methylbenzene (108-44-1) → 3-sulfonamido-4-(3'-methylphenyl) aminopyridine (72811-73-5)

Guidance literature:

In methanol; at 39.85 ℃; for 3h;

DOI:10.1107/S0108270105031902

Reference yield: 92.0%

4-chloro-3-pyridinesulfonamide hydrochloride (777854-85-0) + 1-amino-3-methylbenzene (108-44-1) → 3-sulfonamido-4-(3'-methylphenyl) aminopyridine (72811-73-5)

Guidance literature:

4-chloro-3-pyridinesulfonamide hydrochloride; 1-amino-3-methylbenzene; In water; at 90 ℃; for 3h;

With sodium hydrogencarbonate; In water; at 20 ℃; pH=7 - 8;

Reference yield: 53.1%

3-Iodotoluene (625-95-6) + 4-aminopyridine-3-sulfonamide (75903-62-7) → 3-sulfonamido-4-(3'-methylphenyl) aminopyridine (72811-73-5)

Guidance literature:

With copper; potassium carbonate; In butan-1-ol;

upstream raw materials:

4-chloropyridine-3-sulphonamide

1-amino-3-methylbenzene

4-chloro-3-pyridinesulfonamide hydrochloride

3-Iodotoluene

Downstream raw materials:

torasemide

4-m-Tolylamino-pyridine-3-sulfonic acid [4-(4-chloro-phenyl)-piperazine-1-carbonyl]-amide

4-m-Tolylamino-pyridine-3-sulfonic acid (4-phenyl-piperidine-1-carbonyl)-amide

C₂₆H₂₄N₄O₃S

Refernces

• 1、 -. "PREPARATION OF TORASEMIDE". Page 7. . Retrieved 2010/02/09.
• 2、 -. "Preparation of derivative of 3-sulfonamido-4-phenylaminopyridine". . . Retrieved 2008/06/13.