3-(2-nitrophenyl)-1,2,3-oxadiazol-3-ium-5-olate

Base Information

• Chemical Name: 3-(2-nitrophenyl)-1,2,3-oxadiazol-3-ium-5-olate
• CAS No.: 14605-97-1
• Molecular Formula: C₈H₅N₃O₄
• Molecular Weight: 207.145
• Mol file: 14605-97-1.mol

Synonyms:3-(2-nitrophenyl)-1,2,3-oxadiazol-3-ium-5-olate

Chemical Property of 3-(2-nitrophenyl)-1,2,3-oxadiazol-3-ium-5-olate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(2-nitrophenyl)-1,2,3-oxadiazol-3-ium-5-olate

There total 5 articles about 3-(2-nitrophenyl)-1,2,3-oxadiazol-3-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: 83.0%

4-bromo-3-(2-nitrophenyl)sydnone (14715-65-2) → 3-(2-nitrophenyl)-1,2,3-oxadiazol-3-ium-5-olate (14605-97-1)

Guidance literature:

With sodium dithionite; In water; N,N-dimethyl-formamide; for 2h; Ambient temperature;

Reference yield: 82.0%

N-(2-nitro-phenyl)-N-nitroso-glycine (121163-60-8) → 3-(2-nitrophenyl)-1,2,3-oxadiazol-3-ium-5-olate (14605-97-1)

Guidance literature:

With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; In dichloromethane; at 0 - 5 ℃; for 4h;

DOI:10.3987/COM-05-10574

Reference yield:

2-nitro-aniline (88-74-4) → 3-(2-nitrophenyl)-1,2,3-oxadiazol-3-ium-5-olate (14605-97-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: SiO₂ / 0.09 h / 20 °C / microwave irradiation

1.2: 87 percent / aq. sodium hydroxide / ethanol / 0.17 h / Heating

2.1: 91 percent / silica chloride; wet SiO₂; sodium nitrite / CH₂Cl₂ / 2.1 h / 0 - 5 °C

3.1: 82 percent / 1,3-dibromo-5,5-dimethylhydantoin / CH₂Cl₂ / 4 h / 0 - 5 °C

With tetrachlorosilane; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; silica gel; sodium nitrite; In dichloromethane;

DOI:10.3987/COM-05-10574

upstream raw materials:

N-(2-nitro-phenyl)-N-nitroso-glycine

acetic anhydride

4-bromo-3-(2-nitrophenyl)sydnone

2-nitro-aniline

Downstream raw materials:

3-(2-methylamino-phenyl)-sydnone

5-benzyl-3,4-dioxo-1,3,4,5-tetrahydro-[1,2,3]oxadiazolo[3,4-a]quinoxalinylium betaine

3-(2-benzylamino-phenyl)-sydnone

<2-18F>Fluoronitrobenzene

Refernces

• 1、 Mallur, Shanta G.,Tiwari,Raju, B. China,Babu, K. Suresh,Ali, A. Zehra,Sastry,Rao, J. Madhusudana. "Synthesis and evaluation of phenyl substituted sydnones as potential DPPH-radical scavengers". . p. 1686 - 1689. Retrieved 2008/09/19.
• 2、 Applegate, Jacqueline,Turnbull, Kenneth. "The Efficient Synthesis of 3-Arylsydnones Under Neutral Conditions". . p. 1011 - 1012. Retrieved 2007/10/02.