3-(4-fluorophenyl)-3H-1,2,3-oxadiazol-1-ium-5-olate

Base Information

• Chemical Name: 3-(4-fluorophenyl)-3H-1,2,3-oxadiazol-1-ium-5-olate
• CAS No.: 5352-95-4
• Molecular Formula: C₈H₅FN₂O₂
• Molecular Weight: 180.138
• Mol file: 5352-95-4.mol

Synonyms:3-(4-fluorophenyl)-3H-1,2,3-oxadiazol-1-ium-5-olate

Chemical Property of 3-(4-fluorophenyl)-3H-1,2,3-oxadiazol-1-ium-5-olate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(4-fluorophenyl)-3H-1,2,3-oxadiazol-1-ium-5-olate

There total 7 articles about 3-(4-fluorophenyl)-3H-1,2,3-oxadiazol-1-ium-5-olate 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: 85.0%

N-(4-fluoro-phenyl)-glycine (351-95-1) → 3-(4-fluorophenyl)-3H-1,2,3-oxadiazol-1-ium-5-olate (5352-95-4)

Guidance literature:

N-(4-fluoro-phenyl)-glycine; With tert.-butylnitrite; In tetrahydrofuran; at 0 - 25 ℃; for 1h; Inert atmosphere;

With trifluoroacetic anhydride; In tetrahydrofuran; at 25 ℃; for 1h; Inert atmosphere;

DOI:10.1039/c9ob00898e

Reference yield: 39.0%

4-acetyl-3-(4-fluorophenyl)sydnone → 4-(4-fluorophenylamino)-5-methyl-2,4-dihydropyrazol-3-one + 3-(4-fluorophenyl)-3H-1,2,3-oxadiazol-1-ium-5-olate (5352-95-4)

Guidance literature:

With hydrazine hydrate; In ethanol; at 30 ℃;

DOI:10.3987/com-98-8355

Reference yield: 23.0%

ethyl bromoacetate (105-36-2) + 4-fluoroaniline (371-40-4) → 3-(4-fluorophenyl)-3H-1,2,3-oxadiazol-1-ium-5-olate (5352-95-4)

Guidance literature:

ethyl bromoacetate; 4-fluoroaniline; With sodium acetate; In ethanol; for 4h; Reflux;

With sodium hydroxide; In ethanol; water; for 1.5h; Further stages; Reflux;

DOI:10.1002/chem.201904210

upstream raw materials:

N-(4-fluoro-phenyl)-N-nitroso-glycine

N-(4-fluoro-phenyl)-glycine

4-fluoroaniline

2-(4-fluorophenylamino)acetic acid ethyl ester

Downstream raw materials:

alpha-(2-(2,2-dicyanovinyl)-2-(4-fluorophenyl)hydrazono)malononitrile

4-bromo-3-(4-fluoro-phenyl)-sydnone

1-(4-fluorophenyl)-4-(4-methoxyphenyl)carbazide

1-(4-fluorophenyl)-4-(4-methylphenyl)carbazide

Refernces

• 1、 Lakeland, Christopher P.,Watson, David W.,Harrity, Joseph P. A.. "Exploiting Synergistic Catalysis for an Ambient Temperature Photocycloaddition to Pyrazoles". supporting information. p. 155 - 159. Retrieved 2019/12/11.
• 2、 Zhang, Xiaocui,Wu, Xueting,Jiang, Shichao,Gao, Jingshuo,Yao, Zhuojun,Deng, Jiajie,Zhang, Linmeng,Yu, Zhipeng. "Photo-accelerated "click" reaction between diarylsydnones and ring-strained alkynes for bioorthogonal ligation". . p. 7187 - 7190. Retrieved 2019/07/02.