57427-96-0

Basic information

• Product Name: 5(4H)-Oxazolone, 4-[(4-nitrophenyl)methylene]-2-phenyl-, (E)-
• CAS NO: 57427-96-0
• Molecular Formula: C16H10N2O4
• Molecular Weight: 294.266
• Mol File: 57427-96-0.mol
• Article Data: 67

Chemical Properties

• CAS DataBase Reference: 5(4H)-Oxazolone, 4-[(4-nitrophenyl)methylene]-2-phenyl-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 5(4H)-Oxazolone, 4-[(4-nitrophenyl)methylene]-2-phenyl-, (E)-(57427-96-0)
• EPA Substance Registry System: 5(4H)-Oxazolone, 4-[(4-nitrophenyl)methylene]-2-phenyl-, (E)-(57427-96-0)

Safety Data

• Hazardous Substances Data: 57427-96-0(Hazardous Substances Data)

Upstream product

• 495-69-2 Hippuric Acid 
• 619-73-8 4-nitrobenzyl chloride 
• 555-16-8 4-nitrobenzaldehdye 
• 7152-75-2 (Z)-2-phenyl-4-(4-nitrobenzylidene)-(4H)-1,3-oxazol-5-one 
• 532-94-5 sodium hippurate 
• 98-88-4 benzoyl chloride 
• 41468-11-5 sodium hydroxy(4-nitrophenyl)methanesulfonate 
• 108-24-7 acetic anhydride 
• 1199-01-5 2-phenylazlactone 
• 19185-38-7 2-benzoylamino-3-hydroxy-3-(4-nitrophenyl)propionic acid ethyl ester 
• 70615-80-4 2-phenyl-5-thioxo-4,5-dihydrooxazol-4-idenetriphenylphosphorane 
• 98184-34-0 2-phenyl-5-oxo-4,5-dihydrooxazol-4-idenetriphenylphosphorane 

Downstream Products

• 136712-99-7 3-(1H-Benzoimidazol-2-ylamino)-5-[1-(4-nitro-phenyl)-meth-(Z)-ylidene]-2-phenyl-3,5-dihydro-imidazol-4-one 
• 136713-07-0 3-(Benzooxazol-2-ylamino)-5-[1-(4-nitro-phenyl)-meth-(Z)-ylidene]-2-phenyl-3,5-dihydro-imidazol-4-one 
• 93634-60-7 (Z)-ethyl 2-benzamido-3-(4-nitrophenyl)acrylate 
• 136949-28-5 2-Amino-5-[1-(4-nitro-phenyl)-meth-(Z)-ylidene]-3,5-dihydro-imidazol-4-one 
• 105707-19-5 ethyl cis-2-methyl-4-(4-nitrophenyl)-6-oxo-5-[(phenylcarbonyl)amino]-1,4,5,6-tetrahydropyridine-3-carboxylate 
• 136859-25-1 N-[3-Methyl-2-(4-nitro-phenyl)-but-2-enoyl]-benzamide 
• 88820-16-0 3-(2-Amino-phenyl)-5-[1-(4-nitro-phenyl)-meth-(Z)-ylidene]-2-phenyl-3,5-dihydro-imidazol-4-one 
• 88820-23-9 (Z)-N-(1-(1H-benzo[d]imidazol-2-yl)-2-(4-nitrophenyl)vinyl)benzamide 
• 88820-22-8 (Z)-N-(3-(2-aminophenylamino)-1-(4-nitrophenyl)-3-oxoprop-1-en-2-yl)benzamide 
• 95037-62-0 (5R,6R)-6-(4-Nitro-phenyl)-2-phenyl-9-(2,4,6-trimethyl-phenyl)-3,7-dioxa-1,8-diaza-spiro[4.4]nona-1,8-dien-4-one 
• 144242-98-8 1-benzamido-2,2-diphenyl-3-(4-nitrophenyl)cyclopropane-1-carboxamide 
• 95037-67-5 (5R,6R)-9-(2,6-Dichloro-phenyl)-6-(4-nitro-phenyl)-2-phenyl-3,7-dioxa-1,8-diaza-spiro[4.4]nona-1,8-dien-4-one 
• 145383-19-3 (Z)-N-benzoylamino-3-(4-nitrophenyl) acrylic acid methyl ester 
• 669775-21-7 methyl (N-benzoyl)-4'-nitrophenylalaninate 

Relevant articles and documents

Microwave-assisted efficient synthesis of azlactone derivatives using TsCl/DMF under solvent-free conditions

A simple and efficient procedure for the synthesis of azlactones employing condensation reaction of aromatic aldehydes with hippuric acid has been developed by using the tosyl chloride (TsCl) and dimethylformamide (DMF) system as condensing agent in the absence of solvents under microwave irradiation. The present protocol is operationally simple and offers several advantages such as high yields, short reaction time, and simple workup.

Zeolite (Y-H)-based green synthesis, antimicrobial activity, and molecular docking studies of imidazole bearing oxydibenzene hybrid molecules

In this green synthesis, zeolite (Y-H) appears to be an intriguing choice for obtaining a high yield with a shorter reaction time. In addition, we have synthesized N-aryl-(4-benzylidene-5-oxo-2-phenyl-4,5-dihydro-1H-imidazol-1-yl)-3-phenoxybenzamides (4a-i), which will be proved to be potent antimicrobial agents. The title compounds were tested against Gram-positive, Gram-negative, and fungal strains using the Mueller–Hinton Broth technique. N-(4-benzylidene-5-oxo-2-phenyl-4,5-dihydro-1H-imidazol-1-yl)-3-phenoxybenzamide (4a) (minimum inhibitory concentration [MIC]?=?25 μg/mL, S. pyogenes) and N-(4-[4-fluorobenzylidene]-5-oxo-2-phenyl-4,5-dihydro-1H-imidazol-1-yl)-3-phenoxybenzamide (4f) (MIC?=?100 μg/mL, C. albicans, A. niger, A. clavatus) were the most effective against Gram-positive and Gram-negative bacteria as well as fungal strains. To understand the mechanism of action of synthesized compounds, molecular docking experiments were performed against S. aureus tyrosyl-tRNA synthetase and C. albicans sterol 14-α demethylase.

Novel Approach to the Synthesis of 3-amino-4-arylpyridin-2(1H)-one Derivatives

[Figure not available: see fulltext.] The reaction of 4-arylidene-2-phenyloxazol-5(4H)-ones with enamines of ethyl acetoacetate gave 4-aryl-2-methyl-6-oxo-5-[(phenylcarbonyl)amino]-1,4,5,6-tetrahydropyridine-3-carboxylic acid esters, which, when heated with phosphorus oxychloride, were converted into esters of 7-aryl-5-methyl-2-phenyloxazolo[5,4-b]pyridine-6-carboxylic acids. Alkaline hydrolysis of these compounds gave 4-aryl-2-methyl-6-oxo-5-[(phenylcarbonyl)amino]-1,6-dihydropyridine-3-carboxylic acid esters.