4-Azidobenzenesulfonamide

Base Information

• Chemical Name: 4-Azidobenzenesulfonamide
• CAS No.: 36326-86-0
• Molecular Formula: C6H7N4O2S+
• Molecular Weight: 198.205
• European Community (EC) Number: 872-119-3
• NSC Number: 80928
• Pharos Ligand ID: H163D26UC6G7
• ChEMBL ID: CHEMBL222837
• Mol file: 36326-86-0.mol

Synonyms:4-azidobenzenesulfonamide;4-azidosulfanilamide

Chemical Property of 4-Azidobenzenesulfonamide

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: g/cm³
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 198.02114662
• Heavy Atom Count: 13
• Complexity: 306

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1N=[N+]=[N-])S(=O)(=O)N

Technology Process of 4-Azidobenzenesulfonamide

There total 4 articles about 4-Azidobenzenesulfonamide 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%

sulfanilamide (63-74-1) → 4-azidobenzenesulfonamide (36326-86-0)

Guidance literature:

With hydrogenchloride; sodium azide; sodium nitrite; In water; at 0 - 5 ℃; for 1h;

DOI:10.1002/cmdc.201700446

Reference yield:

p-Sulfamidophenyldiazonium tetrafluoroborate → 4-azidobenzenesulfonamide (36326-86-0)

Guidance literature:

With sodium azide; In acetonitrile;

DOI:10.1016/j.ejmech.2020.112703

Reference yield:

C6H8BF3N2O2S → 4-azidobenzenesulfonamide (36326-86-0)

Guidance literature:

Multi-step reaction with 2 steps

1: tert.-butylnitrite / tetrahydrofuran

2: sodium azide / acetonitrile

With sodium azide; tert.-butylnitrite; In tetrahydrofuran; acetonitrile;

DOI:10.1016/j.ejmech.2020.112703

upstream raw materials:

sulfanilamide

Downstream raw materials:

5-sulphamoyl-3H-azepin-2(1H)-one

4-(4-{(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)oxymethyl}-1-H-1,2,3-triazol-1-yl)benzenesulfonamide

4-{4-[(2’,3’,4’,6’-tetra-O-acetyl-β-D-galactopyranosyl)oxymethyl]-1H-1,2,3-triazol-1-yl}benzenesulfonamide

4-(4-{(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)oxymethyl}-1-H-1,2,3-triazol-1-yl)benzenesulfonamide

Refernces

• 1、 Guo, Shewei,Zhen, Yingwei,Guo, Mengguo,Zhang, Longzhou,Zhou, Guosheng. "Design, synthesis and antiproliferative evaluation of novel sulfanilamide-1,2,3-triazole derivatives as tubulin polymerization inhibitors". . p. 1 - 11. Retrieved 2018.
• 2、 Kumar, Rajiv,Sharma, Vikas,Bua, Silvia,Supuran, Claudiu T.,Sharma, Pawan K.. "Synthesis and biological evaluation of benzenesulphonamide-bearing 1,4,5-trisubstituted-1,2,3-triazoles possessing human carbonic anhydrase I, II, IV, and IX inhibitory activity". . p. 1187 - 1194. Retrieved 2017.
• 3、 Fu, Dong-Jun,Liu, Ying-Chao,Yang, Jia-Jia,Zhang, Ji,Xiong, Chao-Dong,Cao, Zhu-Song,Yin, Xu-Xu,Wei, Wei,Zhang, Yan-Bing. "Design and synthesis of sulfonamide-1,2,3-triazole derivatives bearing a dithiocarbamate moiety as antiproliferative agents". . p. 523 - 525. Retrieved 2017.
• 4、 Marchiori, Marcelo Fiori,Riul, Thalita B.,Oliveira Bortot, Leandro,Andrade, Peterson,Junqueira, Getúlio G.,Foca, Giuseppina,Doti, Nunzianna,Ruvo, Menotti,Dias-Baruffi, Marcelo,Carvalho, Ivone,Campo, Vanessa Leiria. "Binding of triazole-linked galactosyl arylsulfonamides to galectin-3 affects Trypanosoma cruzi cell invasion". . p. 6049 - 6059. Retrieved 2017.
• 5、 Sharma, Vikas,Kumar, Rajiv,Bua, Silvia,Supuran, Claudiu T.,Sharma, Pawan K.. "Synthesis of novel benzenesulfonamide bearing 1,2,3-triazole linked hydroxy-trifluoromethylpyrazolines and hydrazones as selective carbonic anhydrase isoforms IX and XII inhibitors". . p. 198 - 208. Retrieved 2019.
• 6、 Elgogary, Sameh R.,Khidre, Rizk E.,El-Telbani, Emad M.. "Regioselective synthesis and evaluation of novel sulfonamide 1,2,3-triazole derivatives as antitumor agents". . p. 765 - 776. Retrieved 2020.
• 7、 Sravanthi Siliveri,Harinadha Babu Vamaraju,Shiva Raj. "Design, Synthesis, Molecular Docking, ADMET Studies, and Biological Evaluation of Isoxazoline and Pyrazoline Incorporating 1,2,3-Triazole Benzene Sulfonamides". . p. 381 - 390. Retrieved 2019.
• 8、 Bekheit, Mohamed S.,Mohamed, Hanan A.,Abdel-Wahab, Bakr F.,Fouad, Marwa A.. "Design and synthesis of new 1,4,5-trisubstituted triazole-bearing benzenesulphonamide moiety as selective COX-2 inhibitors". . p. 1125 - 1138. Retrieved 2021.
• 9、 Felipe, Josyelen L.,Cassamale, Tatiana B.,Louren?o, Leticia D.,Carvalho, Diego B.,das Neves, Amarith R.,Duarte, Rita C.F.,Carvalho, Maria G.,Toffoli-Kadri, Monica C.,Baroni, Adriano C.M.. "Anti-inflammatory, ulcerogenic and platelet activation evaluation of novel 1,4-diaryl-1,2,3-triazole neolignan-celecoxib hybrids". . . Retrieved 2021/12/27.