4-Bromobenzene-1-sulfonyl azide

Base Information

• Chemical Name: 4-Bromobenzene-1-sulfonyl azide
• CAS No.: 6647-76-3
• Molecular Formula: C6H4 Br N3 O2 S
• Molecular Weight: 262.087
• NSC Number: 92566
• DSSTox Substance ID: DTXSID90392163
• Nikkaji Number: J1.594.397A
• Mol file: 6647-76-3.mol

Synonyms:6647-76-3;NCIOpen2_006010;4-Bromobenzene-1-sulfonyl azide;p-bromo-benzenesulfonyl azide;SCHEMBL1683277;DTXSID90392163;4-BROMOBENZENESULFONYL AZIDE;NSC92566;NSC-92566;AKOS009427684

Chemical Property of 4-Bromobenzene-1-sulfonyl azide

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 260.92076
• Heavy Atom Count: 13
• Complexity: 309

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1S(=O)(=O)N=[N+]=[N-])Br

Technology Process of 4-Bromobenzene-1-sulfonyl azide

There total 5 articles about 4-Bromobenzene-1-sulfonyl 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: 100.0%

4-bromobenzenesulfonyl chloride (98-58-8) → p-bromobenzenesulfonyl azide (6647-76-3)

Guidance literature:

With sodium azide; In water; acetone; at 0 - 20 ℃; for 11h; Sealed tube;

DOI:10.1021/acs.joc.9b01538

Reference yield: 92.0%

p-bromophenylsulfonyl hydrazide (2297-64-5) → p-bromobenzenesulfonyl azide (6647-76-3)

Guidance literature:

With tert.-butylnitrite; In acetonitrile; at 27 - 29 ℃; for 0.25h;

DOI:10.1039/c8ob01950a

Reference yield: 79.0%

4-bromobenzenesulfonyl fluoride (498-83-9) → p-bromobenzenesulfonyl azide (6647-76-3)

Guidance literature:

With trimethylsilylazide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 20 ℃; for 1h;

DOI:10.1055/s-0035-1561626

upstream raw materials:

4-bromobenzenesulfonyl chloride

4-bromo-benzenesulfonic acid amide

4-bromobenzenesulfonyl fluoride

p-bromophenylsulfonyl hydrazide

Downstream raw materials:

4-Bromo-N-[7-oxa-spiro[4.5]dec-2-en-(6E)-ylidene]-benzenesulfonamide

4-Bromo-N-[1-methoxy-prop-(Z)-ylidene]-benzenesulfonamide

4-Bromo-N-[1-cyclopent-3-enyl-1-methoxy-meth-(Z)-ylidene]-benzenesulfonamide

4-Bromo-N-[1-cyclopentyl-1-ethoxy-meth-(Z)-ylidene]-benzenesulfonamide

Refernces

• 1、 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.
• 2、 Gu, Zheng-Yang,Chen, Jie,Xia, Ji-Bao. "Pd-catalyzed amidation of 1,3-diketones with CO and azidesviaa nitrene intermediate". supporting information. p. 11437 - 11440. Retrieved 2020/10/12.