Eco-friendly synthesis and antimicrobial activities of some 1-phenyl-3(5-bromothiophen-2-yl)-5-(substituted phenyl)-2-pyrazolines
نویسندگان
چکیده
UNLABELLED BACKGROUND Green catalyst fly ash: H2SO4 was prepared by mixing fly ash and sulphuric acid. Microwave irradiations are applied for solid phase cyclization of 5-bromo-2-thienyl chalcones and phenyl hydrazine hydrate in the presence of fly ash: H2SO4 yields, 1-phenyl-3(5-bromothiophen-2-yl)-5-(substituted phenyl)-2-pyrazolines. These pyrazolines were characterized by their physical constants and spectral data. The antimicrobial activities of all synthesized pyrazolines have been studied. RESULTS Scanning electron microscopy (SEM) analysis shows the morphology changes between fly ash and the catalyst fly ash: H2SO4. The SEM photographs with the scale of 1 and 50 μm show the fly-ash particle is corroded by H2SO4 (indicated by arrow mark), and this may be due to dissolution of fly ash by H2SO4. The yields of 1-phenyl-3(5-bromothiophen-2-yl)-5-(substituted phenyl)-2-pyrazolines is more than 75% using this catalyst under microwave heating. All pyrazolines showed moderate activities against antimicrobial strains. CONCLUSION We have developed an efficient catalytic method for synthesis of 1-phenyl-3(5-bromothiophen-2-yl)-5-(substituted phenyl)-2-pyrazolines by solid phase cyclization using a solvent-free environmentally greener catalyst fly ash: H2SO4 under microwave irradiation between aryl chalcones and hydrazine hydrate. This reaction protocol offers a simple, economical, environment friendly, non-hazardous, easier work-up procedure, and good yields. All synthesized pyrazoline derivatives showed moderate antimicrobial activities against bacterial and fungal strains.
منابع مشابه
Synthesis, Characterization and Study of In Vitro Antimicrobial Activity of Some Substituted N'-[Arylidene]-2-(5-Phenyl-1H- Tetrazol-1-yl) Acetohydrazide
Reaction of 5-phenyl tetrazole with ethyl chloroacetate to form ethyl (5-phenyl-1H-tetrazol-1-yl) acetate (1). Compound 1 react with hydrazine hydrate in ethanol yield 2-(5-phenyl-1H-tetrazol-1-yl) acetohydrazide (2). The condensation of (2) with various aldehydes yield the corresponding substituted N'-[-arylidene]-2-(5-phenyl-1H-tetrazol-1-yl) acetohydrazide (3a- j). Th...
متن کاملSynthesis and antimicrobial activity of some 1-(2,4-dinitrophenyl)-3-(3-nitrophenyl)-5-(4-substituted phenyl)-4-bromo-2-pyrazolines and 1-(2,4-dinitrophenyl)-3-(3-nitrophenyl)-5-(4-substituted phenyl)-2-pyrazolin-4-ones.
A series of 1-(2,4-dinitrophenyl)-3-(3-nitrophenyl)-5-(4-substituted phenyl)-2-pyrazolin-4-ones (4a-e) have been synthesized by the oxidation of 1-(2,4-dinitrophenyl)-3-(3-nitrophenyl)-5-(4-substituted phenyl)-4-bromo-2-pyrazolines (3a-e) with dimethylsulfoxide. The structure has been established on the basis of spectral data (IR,1H NMR). The synthesized compounds have been screened in vitro fo...
متن کاملSynthesis and Antimicrobial Evaluation of 5-(p-substituted phenyl)-N-(3-(5-nitrofur-2-yl) allylidene)-1,3,4-thiadiazol-2-amine Derivatives
5-(p-Substituted phenyl)-N-(3-(5-nitrofur-2-yl)allylidene)-1,3,4-thiadiazol-2-amines 10-17 were prepared utilizing different p-substituted benzoic acid through two step reactions. Firstly, thiosemicarbzide was reacted with benzoic acid derivatives 1 in the presence of phosphorus oxychloride to give 2amino-5-substituted-1,3,4-thiadiazoles 2-9. These compounds were reacted with 5-nitro-2-furanacr...
متن کاملMicrowave assisted synthesis of some novel 2-pyrazoline derivatives as possible antimicrobial agents.
Some new [3-(4-phenyl)-5-phenyl-4,5-dihydropyrazol-1-yl](pyridine-4-yl)methanones and 3-substituted phenyl-5-substituted phenyl-4,5-dihydro-pyrazole-1-carbothioamides have been synthesized employing microwave techniques and evaluated for antimicrobial activity. Substituted acetophenones (1) were reacted with appropriately substituted benzaldehydes (2) in the presence of ethanol to furnish subst...
متن کاملSynthesis and antimicrobial activity of some 2-[p-substituted-phenyl]benzoxazol-5-yl-arylcarboxyamides.
New 2-[p-substituted-phenyl ]benzoxazol-5-yl-arylcarboxyamides derivatives have been synthesized by reacting 5-amino-2-[p-substituted-phenyl ]benzoxazoles with substituted-arylcarboxylic acid chlorides. The structures of the synthesized compounds were confirmed by IR and (1)H NMR spectral data. Antimicrobial activities of the compounds were investigated using the two-fold serial dilution techni...
متن کامل