Browsing by Author "Sener, Ahmet"

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3,5-Dibenzoyl
(int Union Crystallography, 2009) Sahin, Zarife Sibel; Isik, Samil; Sener, Ahmet; Tan, Meltem
In the crystal structure of the title compound, C26H27NO3, a one-dimensional network of C-H center dot center dot center dot O hydrogen bonds and pi-ring interactions is responsible for crystal stabilization. Intermolecular hydrogen bonds and C-H center dot center dot center dot pi interactions produce R-2(2)(10), R-4(4)(27) and R-4(4)(29) rings.
Efficient Synthesis of Some Oxalacetic Acid and Pyruvic Acid Derivatives From the Reactions of 2,3-Furandiones With 2-Phenylindole
(Pergamon-elsevier Science Ltd, 2008) Sener, Ahmet; Menges, Nurettin; Akkurt, Mehmet; Karaca, Selvi; Bueyuekguengoer, Orhan
Oxalacetic acid and pyruvic acid derivatives have been synthesized efficiently in high yields by the treatment of 4-ethoxycarbonyl-5phenyl-2,3-furandione and 4-benzoyl-5-phenyl-2,3-furandione with 2-phenylindole at room temperature and converted to simple derivatives such as an ester or a hydrazone. (C) 2008 Elsevier Ltd. All rights reserved.
An Entry Into Obtaining Pyrazole-, Chromone-, or Oxadiazole-Substituted 1h-Pyrazoles Via 2,3-Furandiones
(Wiley, 2013) Cam, Serkan; Bildirici, Ishak; Menges, Nurettin; Tan, Meltem; Sener, Ahmet
Some new pyrazole-, chromone-, or oxadiazole-substituted 1H-pyrazoles were obtained via 2,3-furandiones. Also, we have presented their plausible mechanisms based on rearrangement; one of these rearrangements is BakerVenkataraman.
Further Derivatives of 4-Benzoyl Acid and Their Antibacterial Activities
(Springer Birkhauser, 2007) Bildirici, Ishak; Sener, Ahmet; Tozlu, Israfil
Compound 4, 5, 6, 7, and 8 were synthesized from 4-benzoyl-1,5-diphenyl-1H-pyrazole- 3-carboxylic acid 1 as a starting material. The pyrazolo[ 4,3-d] oxazinone 4 was obtained from direct reaction of the acid 1 with hydroxylamine hydrochloride. Acid chloride 2 was converted easily into the new derivatives consisting of 1-(4-benzoyl-1,5-diphenyl-1H-pyrazol-3-oyl)-sulfamide 5 and 3,4-dibenzoyl-1,5-diphenyl-1H-pyrazole 6. The nitrile derivative 7 was obtained by dehydration of the amide 3 in a mixture of SOCl2 and Dimethylformamide (DMF). Cyclocondensation reaction of 7 with anhydrous hydrazine led to the formation of 7-aminopyrazolo[ 3,4-d] pyridazine 8 derivative. These new synthesized compounds evaluated for their antibacterial activities against Gram-positive and Gram-negative bacteria using the tube dilution method. The finding of antibacterial activity study showed that the sulfamide derivative 5 was the best compound of the series, exhibiting antibacterial activity against both Gram-positive and Gram-negative bacteria.
Labelling of a Pyrazole Derivative With 131i and Investigation of Its Radiopharmaceutical Potential
(Science Press, 2013) Kurtdede, Esra; Bildirici, Ishak; Enginar, Huseyin; Sener, Ahmet
We investigated the radiolabeling efficiency, in vitro stability, and biodistribution of radioactive iodine (I-131)-labeled 4-benzoyl-1-(4-carboxyphenyl)-5-phenyl-1H-pyrazole-3-carboxylic acid (P3CA). A quality-control study of the labeled substance (I-131-P3CA) was conducted using electrophoresis and radio thin-layer chromatography (RTLC). Biodistribution studies were undertaken in 9 female albino Wistar rats. Rats were killed at various times (15, 60 and 180 min), their organs removed, and percentage of injected dose per gram (ID%/g) values calculated. The labeling yield of P3CA was 97.08%+/- 0.80%. The maximum uptake of I-131-P3CA was seen in the lungs, stomach and spleen at 15 min. The uptake of labeled compound decreased over time in the lungs, whereas that in the stomach decreased. These data suggest that I-131-P3CA had high binding efficiency, high uptake in the lung, and sufficient stability to be used in diagnostic studies.
Microwave-Assisted Studies on the Reactions of the 4-Benzoyl and Derivatives
(Bentham Science Publ Ltd, 2010) Akbas, Esvet; Sener, Ahmet
Varieties of heterocyclic compounds were prepared in good yield from 4-benzoyl-5-phenyl-2,3-dihydro-2,3-furandione under microwave irradiation conditions. The reaction revealed much shorter reaction times with comparable yields comparison to the corresponding thermal conditions.
One Step Synthesis of Some 2,5,6-Trisubstituted
(Tubitak Scientific & Technological Research Council Turkey, 2008) Sener, Ahmet; Bildirici, Ishak; Genc, Hasan; Menges, Nurettin; Eskinoba, Siddik
A number of novel 2,5,6-trisubstituted-1,3-dioxin-4-one derivatives were synthesized via one step reactions between dibenzoylmethane or benzoylacetone and oxalyl chloride in refluxing solvents containing various aldehydes.
Reactions of Substituted Furan-2,3 With C- and N-Nucleophiles
(Asian Journal of Chemistry, 2007) Akbas, Esvet; Daskapan, Tahir; Sener, Ahmet
The thermolysis of 5-phenyl-2,3-dillydrofuran-2,3-dione in 4-methoxyphenylacetone yield 2-(4-methoxybenzyl)-2-methyl-6-phenyl-4H-1,3-dioxin-4-one via alpha-oxoketene. Reaction of 5-phenyl-2,3-dihydrofuran-2,3-dione with phenylhydrazine afforded 1,6-diphenyl-1,2-dihydropyridazine-3,4-dione. The hydrazine derivatives and 1,2-phenylenedi-. amine react with 4,4-dimethyltetrahydrofuran-2,3-dione to give the corresponding hydrazone derivatives and 3,3dimethyl-2,3-dihydrofuro[2,3-b]quinoxaline, respectively. The structures of compounds were characterized on the basis of elemental analyses, Mass, IR, H-1 and C-13 NMR spectra.
A Simple One-Pot Synthesis of 1,2,3,4-Tetrahydro Derivatives
(Wiley, 2008) Akbas, Esvet; Aslanoglu, Furgan; Anil, Baris; Sener, Ahmet
5-Benzoyl-4-(substituted phenyl)-6-phenyl-1,2,3,4-tetrahydro-2-thioxopyrimidines (4a-d) were synthesized using the Biginelli three component cyclocondensation reaction of an appropriate beta-diketone, arylaldehyde, and thiourea in acetic acid under reflux condition in approximately 52-65% yields. The acetylation of compounds 4a-d gave 3-acetyl thioxopyrimidine derivatives 5a-d. Also, pyrimidothiazine compounds 6a-d were prepared by a simple one-pot condensation reaction of starting pyrimidine derivatives 4a-d and 3-bromopropionic acid. The structures of compounds were characterized on the basis of elemental analyses, IR,H-1 and C-13-NMR spectra.
Studies on the Different Reaction Pathways Between 3-Acetyl and Alkylamines
(Wiley-v C H verlag Gmbh, 2010) Genc, Hasan; Tan, Meltem; Gumus, Selcuk; Menges, Nurettin; Bildirici, Ishak; Sener, Ahmet
3-Acety1-5-benzoy1-6-methy1-2-pheny1-4H-pyran-4-one has been subjected to condensation with a series of primary amines (ethylamine - octylamine) to clarify the proposed mechanism in our previous study. The reactions of the shorter amines of the series (ethylamine - butylamine) yielded unsymmetric pyridinone products, whereas the other amines (pentylamine - octylamine) yielded symmetrical pyridinones. The starting material and the products as well as the intermediates have been subjected to theoretical analysis by quantum chemical calculations at B3LYP/6-3 I G(d,p) level, which provided supporting data for the experimental findings.
A Study on Chemical Behaviors of Some 4-Pyrones Synthesized by One-Step Reactions Towards Various Amines
(Wiley-blackwell, 2007) Sener, Ahmet; Eskinoba, Siddik; Bildirici, Ishak; Genc, Hasan; Kasimogullari, Rahmi
Cycloaddition of acetylbenzoyl ketene generated in situ as an intermediate during one-step reaction between excess benzoylacetone and oxalylchloride to C=C double bond of cyclic enol form of benzoylacetone gave 3-acetyl-5-benzoyl-6-methyl-2-phenyl-4(4H)-pyrone 1a. Condensation reactions of la together with 3,5-dibenzoyl-2,6-diphenyl-4(4H)-pyrone 1b and 3-benzoyl-5-ethoxycarbonyl-2,6-diphenyl-4(4H)-pyrone 1c with two-fold excess primary amines provided a series of 3-benzoyl-1-alkyl-5-(1-alkylimino-ethyl)-6-phenyl-2-methyl-4(1H)-pyridinone 2, 3,5-dibenzoyl-1-alkyl-2,6-diphenyl-4(1H)pyridinone 3a-c and 3-benzoyl-1-alkyl-5-ethoxycarbonyl-2,6-diphenyl-4(1H)-pyridinone 3d,e derivatives, respectively. In addition, while prolonged reaction of n-pentylamine with unsymmetrical pyrone derivative la gives a symmetrical pyridinone derivative namely 3,5-dibenzoyl-2,6-dimethyl-1-pentyl-4(1H)pyridinone 5, much prolonged action n-pentylamine and then aqueous n-pentylamine on 1b resulted in degradation of the 4-pyrone ring to give dibenzoylmethane.
Synthesis and Antibacterial Activity of 4-Benzoyl Acid and Derivatives
(Springer Birkhauser, 2009) Bildirici, Ishak; Sener, Ahmet; Atalan, Ekrem; Battal, Abdulhamit; Genc, Hasan
A new 1H-pyrazole-3-carboxylic acid 2, along with hydrazono-pyridazinone 3, a by-product, and its derivatives 4-7 were synthesized and the structures confirmed by infrared (IR) and H-1 and C-13 nuclear magnetic resonance (NMR) data. These new compounds were evaluated for their antibacterial activities against Gram-positive and Gram-negative bacteria using the tube dilution method. The minimal inhibitory concentrations (MICs) experiments revealed that most compounds exerted inhibitor effects against Klebsiella pneumonia, Escherichia coli, Bacillus subtilus, and Xanthomonas compestris test microorganisms. Moreover, the results showed that the pyrazolo[3,4-d]pyridazine compounds were the best compounds of the series, exhibiting antibacterial activity against both Gram-positive and Gram-negative bacteria.
Synthesis and Some Reactions of 4-(ethoxycarbonyl) Acid
(Wiley, 2007) Sener, Ahmet; Tozlu, Israfil; Genc, Hasan; Bildirici, Ishak; Arisoy, Kadir
1,5-Diphenyl-1H-pyrazole-3,4-(dicarboxylic acid-4-ethyl ester 2, obtained from the 4-ethoxycarbonyl-5phenyl-2,3-furandione 1 and N-benzylidene-N'-phenyl hydrazine, was converted via reactions of its acid chloride 3 with various alcohols or N-nucleophiles into the corresponding ester 5 or amide derivatives 6, respectively. In addition, 2 was decarboxylated to give ethyl 1,5-diphenylpyrazole-4-carboxylate 4. Nitrile 7 derivative of 2 was also obtained by dehydration of 6a in a mixture of SOCl2 and DMF. While cyclo condensation reaction of 2 with hydrazine hydrate leads to the formation of pyrazolo[3,4d]pyridazine-4,7-dione 8, the reaction of 3 with anhydrous hydrazine provided a new bis pyrazole derivative 9.