2-Hydrazinylbenzenesulfonamide

Base Information

• Chemical Name: 2-Hydrazinylbenzenesulfonamide
• CAS No.: 90824-33-2
• Molecular Formula: C6H9N3O2S
• Molecular Weight: 187.222
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID00458683
• Nikkaji Number: J166.305D
• Wikidata: Q82282157
• Pharos Ligand ID: 9W5FS1KQR4A3
• ChEMBL ID: CHEMBL176495
• Mol file: 90824-33-2.mol

Synonyms:2-hydrazinylbenzenesulfonamide;90824-33-2;2-Hydrazino-benzenesulfonamide;2-hydrazinylbenzene-1-sulfonamide;2-Hydrazinobenzenesulfonamide;CHEMBL176495;hydrazide deriv. 18;D0G0FJ;SCHEMBL1425352;BDBM10879;DTXSID00458683;AKOS009496587;aromatic/heteroaromatic sulfonamide 24;SB39796;PD180483;FT-0770251;EN300-185937

Chemical Property of 2-Hydrazinylbenzenesulfonamide

Chemical Property:

• Boiling Point: 428.595 °C at 760 mmHg
• PKA: 10.27±0.60(Predicted)
• Flash Point: 213.007 °C
• PSA: 106.59000
• Density: 1.498 g/cm³
• LogP: 2.17400
• 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: 234

Purity/Quality:

99% ^*data from raw suppliers

2-hydrazinylbenzene-1-sulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)NN)S(=O)(=O)N

Technology Process of 2-Hydrazinylbenzenesulfonamide

There total 1 articles about 2-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: 78.0%

2-AMINOBENZENESULFONAMIDE (3306-62-5) → 2-hydrazino-benzenesulfonamide (90824-33-2)

Guidance literature:

2-AMINOBENZENESULFONAMIDE; With hydrogenchloride; sodium nitrite; at 5 - 10 ℃;

With hydrogenchloride; tin(ll) chloride; at 5 - 10 ℃; for 2h;

DOI:10.1021/jm0494826

Reference yield: 76.0%

methyl 2-{3-(4-chlorophenyl)-5-oxo-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-4,5-dihydro-1H-1,2,4-triazol-1-yl}ethanimidate + (S)-2-acetoxypropanoyl chloride (36394-75-9) + 2-hydrazino-benzenesulfonamide (90824-33-2) → (1S)-1-[3-({3-(4-chlorophenyl)-5-oxo-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-4,5-dihydro-1H-1,2,4-triazol-1-yl}methyl)-1-(2-sulfamoylphenyl)-1H-1,2,4-triazol-5-yl]ethyl acetate

Guidance literature:

methyl 2-{3-(4-chlorophenyl)-5-oxo-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-4,5-dihydro-1H-1,2,4-triazol-1-yl}ethanimidate; (S)-2-acetoxypropanoyl chloride; With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

2-hydrazino-benzenesulfonamide; In tetrahydrofuran; at 20 - 120 ℃; Microwave irradiation; Inert atmosphere;

Reference yield: 53.0%

acetic anhydride (108-24-7) + 2-hydrazino-benzenesulfonamide (90824-33-2) → 2-(N'-acetyl-hydrazino)-benzenesulfonamide

Guidance literature:

With sodium acetate; acetic acid; for 3h; Heating;

DOI:10.1021/jm0494826

upstream raw materials:

2-AMINOBENZENESULFONAMIDE

Downstream raw materials:

2-[6-(4-iodo-phenyl)-7-oxo-3-trifluoromethyl-4,5,6,7-tetrahydro-pyrazolo[3,4-c]pyridin-1-yl]-benzenesulfonamide

2-[6-(2'-formyl-biphenyl-4-yl)-7-oxo-3-trifluoromethyl-4,5,6,7-tetrahydro-pyrazolo[3,4-c]pyridin-1-yl]-benzenesulfonamide

2-[6-(2'-methylsulfanyl-biphenyl-4-yl)-7-oxo-3-trifluoromethyl-4,5,6,7-tetrahydro-pyrazolo[3,4-c]pyridin-1-yl]-benzenesulfonamide

Refernces

• 1、 Winum, Jean-Yves,Dogné, Jean-Michel,Casini, Angela,De Leval, Xavier,Montero, Jean-Louis,Scozzafava, Andrea,Vullo, Daniela,Innocenti, Alessio,Supuran, Claudiu T.. "Carbonic anhydrase inhibitors: Synthesis and inhibition of cytosolic/membrane-associated carbonic anhydrase isozymes I, II, and IX with sulfonamides incorporating hydrazino moieties". . p. 2121 - 2125. Retrieved 2007/10/03.