4-Hydrazinylbenzenesulfonamide

Base Information

• Chemical Name: 4-Hydrazinylbenzenesulfonamide
• CAS No.: 4392-54-5
• Molecular Formula: C6H9N3O2S
• Molecular Weight: 187.222
• European Community (EC) Number: 224-513-6
• NSC Number: 73246
• UNII: 642KHM22TW
• DSSTox Substance ID: DTXSID40195989
• Nikkaji Number: J30.824B
• Wikidata: Q72482779
• Pharos Ligand ID: TZGNQ86V5M13
• ChEMBL ID: CHEMBL7204
• Mol file: 4392-54-5.mol

Synonyms:4392-54-5;4-hydrazinylbenzenesulfonamide;4-hydrazinobenzenesulfonamide;Phenylhydrazine-4-sulfonamide;Benzenesulfonamide, 4-hydrazino-;4-Hydrazino-benzenesulfonamide;4-hydrazinylbenzene-1-sulfonamide;p-Hydrazinobenzenesulphonamide;4-sulfonamide-phenylhydrazine hydrochloride;CHEMBL7204;4-(aminosulfonyl)phenylhydrazine;benzenesulfonamide, 4-hydrazinyl-;EINECS 224-513-6;NSC-73246;4-Sulfonamidophenylhydrazine hydrochloride;4-AMINOSULFONYLPHENYLHYDRAZINE;p-Hydrazinobenzenesulfonamide;NSC73246;hydrazide deriv. 14;4-sulfamoylphenyl-hydrazine;D0NN3Q;NCIOpen2_000438;4-aminosulfonylphenyl hydrazine;642KHM22TW;SCHEMBL1144444;Benzenesulfonamide, p-hydrazino-;4-(aminosulphonyl)phenylhydrazine;4-hydrazino-1-benzenesulfonamide;BDBM10858;DTXSID40195989;BCP08854;aromatic/heteroaromatic sulfonamide 3;BBL013170;MFCD00625132;NSC 73246;STK502137;AKOS000113001;BS-4018;AM20050352;BB 0258144;CS-0157413;FT-0653787;A819245;4-hydrazinobenzenesulfonamide?hydrochlorideCelecoxib);W-106216;1296940-15-2

Chemical Property of 4-Hydrazinylbenzenesulfonamide

Chemical Property:

• Appearance/Colour: Off-white to light beige solid
• Vapor Pressure: 9.25E-08mmHg at 25°C
• Melting Point: 158-159 °C(lit.)
• Refractive Index: 1.665
• Boiling Point: 434.7 °C at 760 mmHg
• PKA: 10.57±0.12(Predicted)
• Flash Point: 216.7 °C
• PSA: 106.59000
• Density: 1.497 g/cm³
• LogP: 2.17400
• Storage Temp.: -20°C Freezer
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 187.04154771
• Heavy Atom Count: 12
• Complexity: 226

Purity/Quality:

99% ^*data from raw suppliers

4-Hydrazinobenzenesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1NN)S(=O)(=O)N
• Uses: 4-Hydrazinobenzenesulfonamide is a key starting material for synthesizing sulfonamides bearing 1,?3,?5-?triarylpyrazoline and 4-?thiazolidinone moieties as novel antimicrobial agents.

Technology Process of 4-Hydrazinylbenzenesulfonamide

There total 5 articles about 4-Hydrazinylbenzenesulfonamide 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:

sulfanilamide (63-74-1) → 4-aminosulfonylphenylhydrazine (4392-54-5)

Guidance literature:

With hydrogenchloride; tin(ll) chloride; Diazotization;

Reference yield:

4-bromo-benzenesulfonic acid amide (701-34-8) → 4-aminosulfonylphenylhydrazine (4392-54-5)

Guidance literature:

4-bromo-benzenesulfonic acid amide; With t-butoxycarbonylhydrazine; t-BuBrettPhos; [tBuBrettPhosPd(allyl)]OTf; sodium t-butanolate; In water; at 45 ℃; Inert atmosphere;

With sulfuric acid; In water; for 0.25h; Inert atmosphere; Heating;

DOI:10.1021/acs.orglett.0c02315

Reference yield:

4-Sulfamoyl-benzenediazonium (14289-29-3) → 4-aminosulfonylphenylhydrazine (4392-54-5)

Guidance literature:

With hydrogenchloride; tin(ll) chloride;

DOI:10.1007/BF00899340

upstream raw materials:

4-Sulfamoyl-benzenediazonium

sulfanilamide

4-Chlorobenzenesulfonamide

4-bromo-benzenesulfonic acid amide

Downstream raw materials:

furfural-(4-sulfamoyl-phenylhydrazone)

4-(3-methyl-5-oxo-2,5-dihydro-pyrazol-1-yl)-benzenesulfonic acid amide

4-benzylidenehydrazino-benzenesulfonic acid amide

4-isopropylidenehydrazino-benzenesulfonic acid amide

Refernces

• 1、 Akporji, Nnamdi,Braga, Felipe C.,Gabriel, Christopher M.,Landstrom, Evan B.,Lee, Nicholas R.,Lipshutz, Bruce H.. "One-Pot Synthesis of Indoles and Pyrazoles via Pd-Catalyzed Couplings/Cyclizations Enabled by Aqueous Micellar Catalysis". supporting information. . Retrieved 2020/09/02.
• 2、 Bowers, Erin M.,Yan, Gai,Mukherjee, Chandrani,Orry, Andrew,Wang, Ling,Holbert, Marc A.,Crump, Nicholas T.,Hazzalin, Catherine A.,Liszczak, Glen,Yuan, Hua,Larocca, Cecilia,Saldanha, S. Adrian,Abagyan, Ruben,Sun, Yan,Meyers, David J.,Marmorstein, Ronen,Mahadevan, Louis C.,Alani, Rhoda M.,Cole, Philip A.. "Virtual ligand screening of the p300/CBP histone acetyltransferase: Identification of a selective small molecule inhibitor". scheme or table. p. 471 - 482. Retrieved 2011/08/06.