4-(4-Nitrophenyl)-2-phenyloxazole

Base Information

• Chemical Name: 4-(4-Nitrophenyl)-2-phenyloxazole
• CAS No.: 10004-42-9
• Molecular Formula: C15H10N2O3
• Molecular Weight: 266.256
• DSSTox Substance ID: DTXSID30435003
• Wikidata: Q82249655
• Mol file: 10004-42-9.mol

Synonyms:4-(4-nitrophenyl)-2-phenyloxazole;10004-42-9;Oxazole, 4-(4-nitrophenyl)-2-phenyl-;4-(4-nitrophenyl)-2-phenyl-1,3-oxazole;SCHEMBL4253034;DTXSID30435003;OAPKOHYAIHCLSG-UHFFFAOYSA-N

Chemical Property of 4-(4-Nitrophenyl)-2-phenyloxazole

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: 331

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC(=CO2)C3=CC=C(C=C3)[N+](=O)[O-]

Technology Process of 4-(4-Nitrophenyl)-2-phenyloxazole

There total 8 articles about 4-(4-Nitrophenyl)-2-phenyloxazole 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: 78.0%

benzamide (55-21-0,27208-38-4) + 4-Nitrophenacyl bromide (99-81-0) → 4-(4-nitrophenyl)-2-phenyloxazole (10004-42-9)

Guidance literature:

In 1-methyl-pyrrolidin-2-one; at 135 ℃;

DOI:10.1016/j.bmcl.2011.07.052

Reference yield: 70.0%

4-(4-nitrophenyl)oxazole (13382-61-1) + iodobenzene (591-50-4) → 4-(4-nitrophenyl)-2-phenyloxazole (10004-42-9)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; tetrabutylammomium bromide; caesium carbonate; In toluene; at 110 ℃; for 24h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.8b00530

Reference yield: 45.0%

O-[β-(p-nitrophenyl)ethyl]phenylimidate triflic acid → 4-(4-nitrophenyl)-2-phenyloxazole (10004-42-9) + C15H12N2O3

Guidance literature:

O-[β-(p-nitrophenyl)ethyl]phenylimidate triflic acid; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.25h; Inert atmosphere;

With 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione; potassium carbonate; In 1,2-dichloro-ethane; at 35 - 38 ℃; for 8h; Irradiation;

DOI:10.1002/ejoc.202000383

upstream raw materials:

benzamide

(4-nitrophenyl)ethanone

4-Nitrophenacyl bromide

4-(4-nitrophenyl)oxazole

Downstream raw materials:

2-chloro-N-(4-(2-phenyloxazol-4-yl)phenyl)benzamide

4-(2-phenyloxazol-4-yl)benzenamine

2,4-dichloro-N-(4-(2-phenyloxazol-4-yl)phenyl)benzamide