4-Azidocoumarin

Base Information

• Chemical Name: 4-Azidocoumarin
• CAS No.: 42373-56-8
• Molecular Formula: C₉H₅N₃O₂
• Molecular Weight: 187.158
• Mol file: 42373-56-8.mol

Synonyms:4‐azido‐2H‐chromen‐2‐one

Chemical Property of 4-Azidocoumarin

Chemical Property:

• Melting Point: 160 °C

Purity/Quality:

≥97.0%(HPLC) ^*data from raw suppliers

4-Azidocoumarin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Azidocoumarin

There total 7 articles about 4-Azidocoumarin 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: 98.0%

4-chloro-2H-1-benzopyran-2-one (17831-88-8) → 4‐azido‐2H‐chromen‐2‐one (42373-56-8)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 20 ℃; for 10h;

DOI:10.1016/j.molliq.2014.09.054

Reference yield: 96.0%

4-(4-toluenesulfonyloxy)coumarin (200055-89-6) → 4‐azido‐2H‐chromen‐2‐one (42373-56-8)

Guidance literature:

With sodium azide; water; In methanol; for 1.5h; Ambient temperature;

DOI:10.1039/a805574b

Reference yield: 93.0%

4-((1H-benzo[d][1,2,3]triazol-1-yl)oxy)-2H-chromen-2-one → 4‐azido‐2H‐chromen‐2‐one (42373-56-8)

Guidance literature:

With sodium azide; 18-crown-6 ether; In acetonitrile; at 20 ℃; for 1h; Reagent/catalyst;

DOI:10.1002/ejoc.201900569

upstream raw materials:

4-chloro-2H-1-benzopyran-2-one

4-(4-toluenesulfonyloxy)coumarin

4-hydroxy[1]benzopyran-2-one

1-phenyl-2-hydroxyethanone

Downstream raw materials:

[N-(2-oxo-2H-chromen-4-yl)imino]triphenyl phosphorane

4-Methyl-N-[(2-oxo-2H-chromen-4-ylimino)-methylene]-benzenesulfonamide

(2-Oxo-2H-chromen-4-yl)-phenyl-carbodiimide

(2-Oxo-2H-chromen-4-yl)-p-tolyl-carbodiimide

Refernces

• 1、 Beus, Maja,Kralj, Marijeta,Pavi?, Kristina,Poje, Goran,Raji?, Zrinka,Uzelac, Lidija. "Synthesis and biological evaluation of harmirins, novel harmine–coumarin hybrids as potential anticancer agents". . . Retrieved 2021/11/08.
• 2、 Zhao, Jian-Wei,Wu, Zeng-Hui,Guo, Jia-Wen,Huang, Ming-Jie,You, Ya-Zhen,Liu, Hong-Min,Huang, Li-Hua. "Synthesis and anti-gastric cancer activity evaluation of novel triazole nucleobase analogues containing steroidal/coumarin/quinoline moieties". supporting information. . Retrieved 2019/08/12.