6-Azidoquinoline

Base Information

• Chemical Name: 6-Azidoquinoline
• CAS No.: 20377-02-0
• Molecular Formula: C9H6 N4
• Molecular Weight: 170.173
• DSSTox Substance ID: DTXSID30174304
• Nikkaji Number: J536.434E
• Wikidata: Q83044374

Synonyms:6-Azidoquinoline;Quinoline, 6-azido-;20377-02-0;SCHEMBL17626267;DTXSID30174304;AKOS011928934;EN300-274724

Chemical Property of 6-Azidoquinoline

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 170.059246208
• Heavy Atom Count: 13
• Complexity: 222

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CC(=C2)N=[N+]=[N-])N=C1

Technology Process of 6-Azidoquinoline

There total 1 articles about 6-Azidoquinoline 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: 68.0%

6-aminoquinoline (580-15-4) → 6-azidoquinoline (20377-02-0)

Guidance literature:

With sodium azide; tert.-butylnitrite; In water; tert-butyl alcohol; at 20 ℃; Sealed tube;

DOI:10.1016/j.tetlet.2021.153520

Reference yield: 82.0%

6-azidoquinoline (20377-02-0) → 6-aminoquinoline (580-15-4)

Guidance literature:

With ammonium formate; copper; In water; for 9h; chemoselective reaction; Reflux;

DOI:10.1021/jo200915h

Reference yield: 80.0%

6-azidoquinoline (20377-02-0) + benzyl (R)-(1-(2,4,5-trifluorophenyl)pent-4-yn-2-yl)carbamate → benzyl (R)-(1-(1-(quinolin-6-yl)-1H-1,2,3-triazol-4-yl)-3(2,4,5-trifluorophenyl)propan-2-yl)carbamate

Guidance literature:

With copper diacetate; In acetonitrile; at 20 ℃; for 3h;

DOI:10.1016/j.bmc.2020.115861

upstream raw materials:

6-aminoquinoline

Downstream raw materials:

6-aminoquinoline

6-(pyrrolidin-1-yl)quinolin-5-amine

5-Amino-6-cyclohexylaminochinolin

[6,6']azoquinoline

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