3-(2-Nitrophenyl)-5-phenylisoxazole

Base Information

• Chemical Name: 3-(2-Nitrophenyl)-5-phenylisoxazole
• CAS No.: 14442-25-2
• Molecular Formula: C₁₅H₁₀N₂O₃
• Molecular Weight: 266.256
• DSSTox Substance ID: DTXSID801293014
• Mol file: 14442-25-2.mol

Synonyms:3-(2-Nitrophenyl)-5-phenylisoxazole;MLS004836670;DTXSID801293014;14442-25-2;SMR003533439

Chemical Property of 3-(2-Nitrophenyl)-5-phenylisoxazole

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 266.06914219
• Heavy Atom Count: 20
• Complexity: 339

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC(=NO2)C3=CC=CC=C3[N+](=O)[O-]

Technology Process of 3-(2-Nitrophenyl)-5-phenylisoxazole

There total 8 articles about 3-(2-Nitrophenyl)-5-phenylisoxazole 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: 75.0%

2-nitrochalcone (53744-31-3,7473-93-0) → 3-(2-nitrophenyl)-5-phenyl-1,2-oxazole (14442-25-2)

Guidance literature:

With hydroxylamine hydrochloride; sodium acetate; In ethanol; Heating;

DOI:10.2174/1573406416666200930114340

Reference yield: 63.0%

N-hydroxy-2-nitrobenzimidoyl chloride (35447-75-7) + phenylacetylene (536-74-3) → 3-(2-nitrophenyl)-5-phenyl-1,2-oxazole (14442-25-2)

Guidance literature:

With triethylamine; In diethyl ether; for 48h; Ambient temperature;

Reference yield: 52.0%

phenylacetylene (536-74-3) + 2-nitrobenzaldehyde oxime (3717-25-7,4836-00-4,6635-41-2) → 3-(2-nitrophenyl)-5-phenyl-1,2-oxazole (14442-25-2)

Guidance literature:

With oxone||potassium monopersulfate triple salt; potassium chloride; In water; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b00446

upstream raw materials:

N-hydroxy-2-nitrobenzimidoyl chloride

benzohydroximoyl chloride

1-(2-nitro-phenyl)-3-phenyl-propane-1,3-dione

phenylacetylene

Downstream raw materials:

2-phenylquinolin-4-amine

2-phenyl-4-quinolinol

4-bromo-3-(2-nitrophenyl)-5-phenylisoxazole

4-amino-3-bromo-2-phenylquinoline