5-(Azidomethyl)-2-chloropyridine

Base Information

• Chemical Name: 5-(Azidomethyl)-2-chloropyridine
• CAS No.: 114780-17-5
• Molecular Formula: C₆H₅ClN₄
• Molecular Weight: 168.585
• European Community (EC) Number: 896-054-5
• Mol file: 114780-17-5.mol

Synonyms:5-(azidomethyl)-2-chloropyridine;114780-17-5;Pyridine, 5-(azidomethyl)-2-chloro-;MFCD09031416;AKOS010056254;LS-07062;EN300-272439

Chemical Property of 5-(Azidomethyl)-2-chloropyridine

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 168.0202739
• Heavy Atom Count: 11
• Complexity: 166

Purity/Quality:

97% ^*data from raw suppliers

5-(Azidomethyl)-2-chloropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=NC=C1CN=[N+]=[N-])Cl

Technology Process of 5-(Azidomethyl)-2-chloropyridine

There total 2 articles about 5-(Azidomethyl)-2-chloropyridine 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: 95.0%

2-chloro-5-(chloromethyl)pyridine (70258-18-3) → 5-(azidomethyl)-2-chloro-pyridine (114780-17-5)

Guidance literature:

With sodium azide; In ethanol; for 6h; Reflux;

DOI:10.1080/10426500701578522

Reference yield:

5-(bromomethyl)-2-chloropyridine (182924-36-3) → 5-(azidomethyl)-2-chloro-pyridine (114780-17-5)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; acetonitrile; at 100 ℃; for 16h;

DOI:10.1002/cmdc.202100676

Reference yield: 89.0%

5-(azidomethyl)-2-chloro-pyridine (114780-17-5) + 1-iodo-2-phenylethyne (932-88-7) → 1-(2-chloro-pyridine-5-yl-methyl)-5-iodo-4-phenyl-1H-1,2,3-triazole

Guidance literature:

With copper(l) iodide; triethylamine; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.jfluchem.2013.10.006

upstream raw materials:

2-chloro-5-(chloromethyl)pyridine

5-(bromomethyl)-2-chloropyridine

Downstream raw materials:

W(CO)5(C(OEt)C₂N₃(Ph)CH₂C₅H₃NCl)

C₁₆H₁₁ClN₆

C₁₆H₉Cl₃N₆

C₁₆H₁₀ClN₇O₂

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