Aqueous phase synthesis, crystal structure and antimicrobial activity of 4-(substituted phenylazo)-3-methyl-4H-isoxazol-5-one azo dyes

Autor: Anita R. Banpurkar, Sachin S. Wazalwar, Franc Perdih
Jazyk: angličtina
Rok vydání: 2018
Předmět:
Zdroj: Bulletin of the Chemical Society of Ethiopia; Vol 32, No 2 (2018); 249-257
ISSN: 1011-3924
1726-801X
Popis: 3-Methyl-4 H -isoxazol-5-one was synthesized at room temperature by simple stirring method from ethyl acetoacetate and hydroxylamine hydrochloride in aqueous medium and coupled with diazotized substituted amine to form series of 4-(substituted phenylazo)-3-methyl-4 H -isoxazol-5-ones through green chemistry. All the compounds formed were characterized by IR, 1 H and 13 C NMR spectroscopy, MS and elemental analysis. Crystal structure of novel 4-(4-fluorophenylazo)-3-methyl-4 H -isoxazol-5-one was determined by the X-ray diffraction. Antibacterial and antifungal activity was studied against Escherichia coli , Pseudomonas aeruginosa , Staphylococcus aureus , Staphylococcus pyogenus and Candida albicans , Aspergillus niger , Aspergillus clavatus , respectively. All synthesized compounds were found to be active against a gram-positive bacterium Staphylococcus aureus . Two compounds showed antifungal activity against Candida albicans close to standard greseofulvin. KEY WORDS : Azo dyes, Substituted amines, Antibacterial and antifungal activity, X-ray diffraction, Spectroscopy, Green chemistry Bull. Chem. Soc. Ethiop. 2018 , 32(2), 249-257. DOI: https://dx.doi.org/10.4314/bcse.v32i2.6
Databáze: OpenAIRE