2-(5-[4-Nitrophenyl]-2-oxazo lyl)-benzene

Base Information

• Chemical Name: 2-(5-[4-Nitrophenyl]-2-oxazo lyl)-benzene
• CAS No.: 21304-53-0
• Molecular Formula: C15H10N2O3
• Molecular Weight: 266.256
• DSSTox Substance ID: DTXSID10903295
• Mol file: 21304-53-0.mol

Synonyms:NoName_3938;2-(5-[4-nitrophenyl]-2-oxazo lyl)-benzene;SCHEMBL7902911;DTXSID10903295

Chemical Property of 2-(5-[4-Nitrophenyl]-2-oxazo lyl)-benzene

Chemical Property:

• XLogP3: 4.5
• 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:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC=C(O2)C3=CC=C(C=C3)[N+](=O)[O-]

Technology Process of 2-(5-[4-Nitrophenyl]-2-oxazo lyl)-benzene

There total 17 articles about 2-(5-[4-Nitrophenyl]-2-oxazo lyl)-benzene 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: 90.0%

(4-nitrophenyl)ethanone (100-19-6) + phenylglycin (2835-06-5) → 5-(4-nitrophenyl)-2-phenyloxazole (21304-53-0)

Guidance literature:

With iodine; 4-aminobenzene sulfonic acid; In dimethyl sulfoxide; at 100 ℃; for 5h;

DOI:10.1055/s-0035-1560660

Reference yield: 70.0%

2-diazo-1-(4-nitrophenyl)ethanone (4203-31-0) + benzonitrile (100-47-0) + propynoic acid methyl ester (922-67-8) → 5-(4-nitrophenyl)-2-phenyloxazole (21304-53-0) + methyl 2-(p-nitrobenzoyl)-5-phenylpyrrole-3-carboxylate

Guidance literature:

With dirhodium tetraacetate; at 60 ℃;

DOI:10.1246/cl.1992.2197

Reference yield: 65.0%

5-(4-nitrophenyl)oxazole (1014-23-9) + iodobenzene (591-50-4) → 5-(4-nitrophenyl)-2-phenyloxazole (21304-53-0)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; potassium tert-butylate; In toluene; at 110 ℃; for 24h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.8b00530

upstream raw materials:

2,5-diphenyloxazole

methyl N-(tosylmethyl)thiobenzimidate

4-nitrobenzaldehdye

2-diazo-1-(4-nitrophenyl)ethanone

Downstream raw materials:

4-nitro-benzoic acid

Refernces

• 1、 Hu, Ting,Yan, Hao,Liu, Xingxing,Wu, Chaoyang,Fan, Yuxing,Huang, Jing,Huang, Guosheng. "Metal-Free sp3 C-H Functionalization: PABS/I2-Promoted Synthesis of Polysubstituted Oxazole Derivatives from Arylethanones and 2-Amino-2-alkyl/arylacetic Acid". supporting information. p. 2866 - 2869. Retrieved 2015/12/18.
• 2、 Beletskii,Kuznetsov. "Synthesis of oxazoles from α,β-unsaturated carbonyl compounds through 2-acylaziridines". experimental part. p. 1229 - 1240. Retrieved 2009/12/09.