4-(4-nitrobenzylidene)-2-phenyl-1,3-oxazol-5(4H)-one

Base Information

• Chemical Name: 4-(4-nitrobenzylidene)-2-phenyl-1,3-oxazol-5(4H)-one
• CAS No.: 7152-75-2
• Molecular Formula: C₁₆H₁₀N₂O₄
• Molecular Weight: 294.266
• European Community (EC) Number: 652-135-5
• NSC Number: 24189
• Nikkaji Number: J1.726.069C
• ChEMBL ID: CHEMBL1981462
• Mol file: 7152-75-2.mol

Synonyms:(Z)-4-(4-Nitrobenzylidene)-2-phenyloxazol-5(4H)-one;57427-80-2;7152-75-2;(4Z)-4-[(4-nitrophenyl)methylidene]-2-phenyl-1,3-oxazol-5-one;5(4H)-Oxazolone, 4-[(4-nitrophenyl)methylene]-2-phenyl-;NSC24189;4-(4-Nitrobenzylidene)-2-phenyl-4,5-dihydro-1,3-oxazol-5-one;CHEMBL1981462;MFCD00098979;NSC-24189;AKOS001612248;A917681;(4z)-4-(4-nitrobenzylidene)-2-phenyloxazol-5(4h)-one;2-Phenyl-4-[(Z)-4-nitrobenzylidene]oxazole-5(4H)-one

Chemical Property of 4-(4-nitrobenzylidene)-2-phenyl-1,3-oxazol-5(4H)-one

Chemical Property:

• Vapor Pressure: 7.86E-08mmHg at 25°C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 294.06405680
• Heavy Atom Count: 22
• Complexity: 507

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC(=CC3=CC=C(C=C3)[N+](=O)[O-])C(=O)O2
• Isomeric SMILES: C1=CC=C(C=C1)C2=N/C(=C\C3=CC=C(C=C3)[N+](=O)[O-])/C(=O)O2

Technology Process of 4-(4-nitrobenzylidene)-2-phenyl-1,3-oxazol-5(4H)-one

There total 15 articles about 4-(4-nitrobenzylidene)-2-phenyl-1,3-oxazol-5(4H)-one 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: 97.0%

Hippuric Acid (495-69-2,140480-84-8,21251-67-2,91787-63-2,66407-11-2) + 4-nitrobenzaldehdye (555-16-8) → (Z)-2-phenyl-4-(4-nitrobenzylidene)-(4H)-1,3-oxazol-5-one (7152-75-2,57427-80-2,57427-96-0)

Guidance literature:

With acetic anhydride; 4-aminobenzene sulfonic acid; In water; at 20 ℃; for 0.533333h; Solvent; Temperature; Catalytic behavior; Green chemistry;

DOI:10.3987/COM-17-13847

Reference yield: 96.0%

Hippuric Acid (495-69-2,140480-84-8,21251-67-2,91787-63-2,66407-11-2) + 4-nitrobenzaldehdye (555-16-8) → 4-(4-nitrobenzylidene)-2-phenyl-5(4H) oxazolone (7152-75-2,57427-80-2,57427-96-0)

Guidance literature:

With aluminum potassium sulfate dodecahydrate; acetic anhydride; at 20 ℃; for 0.133333h; Ultrasound irradiation; Neat (no solvent);

Reference yield: 95.0%

sodium hippurate (532-94-5) + 4-nitrobenzaldehdye (555-16-8) → 4-(4-nitrobenzylidene)-2-phenyl-5(4H) oxazolone (7152-75-2,57427-80-2,57427-96-0)

Guidance literature:

With sodium acetate; acetic anhydride; triethylamine sulfate; In neat (no solvent); at 90 ℃; Green chemistry;

DOI:10.1080/00397911.2017.1340649

upstream raw materials:

Hippuric Acid

4-nitrobenzaldehdye

2-phenyl-5-oxo-4,5-dihydrooxazol-4-idenetriphenylphosphorane

2-phenyl-5-thioxo-4,5-dihydrooxazol-4-idenetriphenylphosphorane

Downstream raw materials:

N-{(Z)-2-(4-Nitro-phenyl)-1-[N'-(2-phenyl-quinazolin-4-yl)-hydrazinocarbonyl]-vinyl}-benzamide

6-Bromo-2-methyl-3-(4-{4-[1-(4-nitro-phenyl)-meth-(Z)-ylidene]-5-oxo-2-phenyl-4,5-dihydro-imidazol-1-yl}-phenyl)-3H-quinazolin-4-one

α-benzoylamino-4-nitro-cinnamic acid hydrazide

4-(4-nitrobenzylidene)-2-phenyl-2-imidazolin-5-one

Refernces

• 1、 Ahmad, Iqrar,Desai, Nisheeth C.,Jethawa, Aratiba M.,Maheta, Abhay S.,Pandit, Unnat P.,Patel, Harun. "Zeolite (Y-H)-based green synthesis, antimicrobial activity, and molecular docking studies of imidazole bearing oxydibenzene hybrid molecules". supporting information. . Retrieved 2021/12/23.
• 2、 Chernenko, Sergei А.,Dmitriev, Maksim V.,Fisyuk, Alexander S.,Samsonenko, Anna L.,Shatsauskas, Anton L.,Shuvalov, Vladislav Yu.. "Novel Approach to the Synthesis of 3-amino-4-arylpyridin-2(1H)-one Derivatives". . p. 764 - 771. Retrieved 2021/10/04.