4-Fluorobenzenesulfonyl azide

Base Information

• Chemical Name: 4-Fluorobenzenesulfonyl azide
• CAS No.: 10493-33-1
• Molecular Formula: C6H4FN3O2S
• Molecular Weight: 201.181
• DSSTox Substance ID: DTXSID40570535
• Nikkaji Number: J747.648E
• Wikidata: Q82458019
• Mol file: 10493-33-1.mol

Synonyms:10493-33-1;4-fluorobenzenesulfonyl azide;p-fluorobenzenesulphonyl azide;SCHEMBL580186;4-Fluorobenzene-1-sulfonyl azide;DTXSID40570535;LWFLTKAQFZYQEJ-UHFFFAOYSA-N;AKOS009428880

Chemical Property of 4-Fluorobenzenesulfonyl azide

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 201.00082571
• Heavy Atom Count: 13
• Complexity: 309

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1F)S(=O)(=O)N=[N+]=[N-]

Technology Process of 4-Fluorobenzenesulfonyl azide

There total 2 articles about 4-Fluorobenzenesulfonyl azide 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: 63.0%

4-fluorophenylsulphonamide (402-46-0) → 4-fluorobenzenesulfonyl azide (10493-33-1)

Guidance literature:

With 3-azidosulfonyl-3H-imidazole-1-ium hydrogen sulfate; potassium carbonate; In water; isopropyl alcohol; at 20 ℃; for 18h;

DOI:10.1021/jo500553q

Reference yield:

4-Fluorobenzenesulfonyl chloride (349-88-2) → 4-fluorobenzenesulfonyl azide (10493-33-1)

Guidance literature:

With sodium azide; In ethanol;

DOI:10.1021/ja00956a043

Reference yield: 97.0%

o-cyanophenylisonitrile (90348-24-6) + aniline (62-53-3) + 4-fluorobenzenesulfonyl azide (10493-33-1) → 4-fluoro-N-(4-imino-3-phenyl-3,4-dihydroquinazolin-2-yl)benzenesulfonamide

Guidance literature:

With cobalt(III) acetylacetonate; In toluene; at 80 ℃; for 12h;

DOI:10.1021/acs.orglett.1c02316

upstream raw materials:

4-Fluorobenzenesulfonyl chloride

4-fluorophenylsulphonamide

Downstream raw materials:

4-fluorophenylsulphonamide

1-(allylsulfonyl)-4-fluorobenzene

N-allyl-4-fluorobenzenesulfonamide

{2-[4-(4-azidosulfonylphenoxy)phenyl]ethyl}carbamic acid tert-butyl ester

Refernces

• 1、 Sun, Jiarui,Cheng, Xiangsheng,Mansaray, John Kamanda,Fei, Weihong,Wan, Jieping,Yao, Weijun. "A copper-catalyzed three component reaction of aryl acetylene, sulfonyl azide and enaminone to form iminolactone via 6π electrocyclization". . p. 13953 - 13956. Retrieved 2018.
• 2、 Chen, Shuyou,Feng, Boya,Zheng, Xuesong,Yin, Jiangliang,Yang, Shiping,You, Jingsong. "Iridium-Catalyzed Direct Regioselective C4-Amidation of Indoles under Mild Conditions". . p. 2502 - 2505. Retrieved 2017.
• 3、 Jiang, Shuai,Cao, Wen-Bin,Li, Hai-Yan,Xu, Xiao-Ping,Ji, Shun-Jun. "Convenient synthesis of spiroindolenines from tryptamine-derived isocyanides and organic azides by cobalt catalysis in pure water". supporting information. p. 2619 - 2623. Retrieved 2021/04/21.