3,4-Diaminobenzenesulfonamide

Base Information

• Chemical Name: 3,4-Diaminobenzenesulfonamide
• CAS No.: 2360-20-5
• Molecular Formula: C6H9N3O2S
• Molecular Weight: 187.222
• Hs Code.: 2935009090
• European Community (EC) Number: 824-137-8
• DSSTox Substance ID: DTXSID60371026
• Wikidata: Q72462658
• ChEMBL ID: CHEMBL1623881
• Mol file: 2360-20-5.mol

Synonyms:3,4-diaminobenzenesulfonamide;2360-20-5;3,4-Diamino-benzenesulfonamide;3,4-diaminobenzene-1-sulfonamide;Benzenesulfonamide, 3,4-diamino-;3,4-diaminobenzene-1-sulphonamide;Benzenesulfonamide,3,4-diamino-;3,4-Diaminobenzenesulphonamide;3,4-diaminobenzene sulfonamide;SCHEMBL1911572;CHEMBL1623881;DTXSID60371026;QULXUUQWVHVHSM-UHFFFAOYSA-N;CAA36020;MFCD00277940;STL301583;AKOS000115585;BS-13583;3,4-diamino-benzenesulfonamide, AldrichCPR;CS-0139211;FT-0716415;EN300-02084;C77655;J-511123;Z56990684

Chemical Property of 3,4-Diaminobenzenesulfonamide

Chemical Property:

• Vapor Pressure: 3.19E-09mmHg at 25°C
• Melting Point: 160 °C
• Refractive Index: 1.679
• Boiling Point: 475.9 °C at 760 mmHg
• Flash Point: 241.6 °C
• PSA: 120.58000
• Density: 1.522 g/cm³
• LogP: 2.44190
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 187.04154771
• Heavy Atom Count: 12
• Complexity: 246

Purity/Quality:

99% ^*data from raw suppliers

3,4-Diaminobenzenesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1S(=O)(=O)N)N)N
• Uses: 3,4-Diaminobenzenesulfonamide

Technology Process of 3,4-Diaminobenzenesulfonamide

There total 3 articles about 3,4-Diaminobenzenesulfonamide 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: 93.0%

4-amino-3-nitrobenzenesulfonamide (2360-19-2) → 3,4-diaminobenzenesulfonamide (2360-20-5)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; under 2068.65 Torr;

DOI:10.1002/ardp.200900199

Reference yield:

3-nitro-4-chlorosulfonyl chloride (97-08-5) → 3,4-diaminobenzenesulfonamide (2360-20-5)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonium hydroxide / 1,4-dioxane / 1 h / 120 °C / Microwave irradiation

2: tin(II) chloride hydrate / ethanol / 4 h / Reflux

With ammonium hydroxide; tin(II) chloride hydrate; In 1,4-dioxane; ethanol;

DOI:10.1016/j.bioorg.2019.103544

Reference yield:

→ 3,4-diaminobenzenesulfonamide (2360-20-5)

Guidance literature:

4-Sulfamoyl-2-nitro-anilin, Zink, wss. Eg., Reduktion;

upstream raw materials:

4-amino-3-nitrobenzenesulfonamide

3-nitro-4-chlorosulfonyl chloride

Downstream raw materials:

2-[4-(4-Chloro-phenoxy)-phenyl]-1H-benzoimidazole-5-sulfonic Acid Amide

2-(3,5-di-tert-butyl-2-hydroxyphenyl)-1H-benzimidazol-5⁽⁶⁾-sulfonamide

2-(3-tert-butyl-2-hydroxyphenyl)-1H-benzimidazol-5⁽⁶⁾-sulfonamide

2-(3,4-dichlorophenyl)-1H-benzimidazol-5⁽⁶⁾-sulfonamide

Refernces

• 1、 Pueskuellue, M. Orhan,Yildiz, Sulhiye,Goeker, Hakan. "Synthesis and antistaphylococcal activity of N-substituted-1H- benzimidazole-sulphonamides". experimental part. p. 31 - 39. Retrieved 2010/06/19.