Prontosil

Base Information

• Chemical Name: Prontosil
• CAS No.: 103-12-8
• Molecular Formula: C12H13 N5 O2 S
• Molecular Weight: 291.334
• Hs Code.: 2935009090
• European Community (EC) Number: 203-081-2
• UNII: Q64Q9N6Q6O
• DSSTox Substance ID: DTXSID60145608,DTXSID70871587
• Nikkaji Number: J8.625H
• Wikipedia: Prontosil
• Wikidata: Q418758,Q110174344
• NCI Thesaurus Code: C98270
• Metabolomics Workbench ID: 53388
• ChEMBL ID: CHEMBL488279
• Mol file: 103-12-8.mol

Synonyms:2',4'-diaminoazobenzene-4-sulfonamide;Prontosil;Streptocide (Evans);sulfamidochrysoidin;sulfamidochrysoidine;sulfamidochrysoidine hydrochloride

Chemical Property of Prontosil

Chemical Property:

• Vapor Pressure: 2.06E-14mmHg at 25°C
• Melting Point: 249.5°C
• Refractive Index: 1.5630 (estimate)
• Boiling Point: 601.2°Cat760mmHg
• PKA: 9.73±0.10(Predicted)
• Flash Point: 317.4°C
• PSA: 145.30000
• Density: 1.54g/cm³
• LogP: 4.85730
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 291.07899585
• Heavy Atom Count: 20
• Complexity: 439

Purity/Quality:

98%,99%, ^*data from raw suppliers

PRONTOSIL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1N=NC2=C(C=C(C=C2)N)N)S(=O)(=O)N

Technology Process of Prontosil

There total 2 articles about Prontosil 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: 100.0%

m-phenylenediamine (108-45-2,64554-26-3,76583-20-5) + sulfanilamide (63-74-1) → (E)-4-(2-(4-sulfonamido)diazenyl)benzene-1,3-diamine (103-12-8)

Guidance literature:

sulfanilamide; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 0.666667h;

m-phenylenediamine; With hydrogenchloride; In water; at 0 ℃; for 0.5h;

DOI:10.1007/s13738-016-0811-4

Reference yield:

4-Sulfamoyl-benzenediazonium (14289-29-3) + m-phenylenediamine (108-45-2,64554-26-3,76583-20-5) → streptocide (103-12-8)

Guidance literature:

Reference yield: 76.0%

(E)-4-(2-(4-sulfonamido)diazenyl)benzene-1,3-diamine (103-12-8) + acryloyl chloride (814-68-6,25189-84-8) → N,N′-{4-[(E)-(4-sulfamoylphenyl)diazenyl]benzene-1,3-diyl}bisprop-2-enamide

Guidance literature:

In tetrahydrofuran;

DOI:10.1007/s13738-016-0811-4

upstream raw materials:

4-Sulfamoyl-benzenediazonium

m-phenylenediamine

sulfanilamide

Refernces