New Synthetic Methodology For Construction Of The 3,4-Dihydroquinolin-2-One Skeleton,
2013
TÜBİTAK
New Synthetic Methodology For Construction Of The 3,4-Dihydroquinolin-2-One Skeleton, Çağatay Dengi̇z, Meti̇n Balci
Turkish Journal of Chemistry
We hereby report a new method for preparation of 3,4-dihydroquinolin-2(2H)-one starting from the methyl 2-(2-carboxyethyl)benzoic acid. The acid functionality, adjacent to the methylene, was regiospecifically converted to the desired methyl ester and the remaining acid functionality was transferred into acyl azide. Curtius rearrangement of acyl azide followed by trapping with aniline and alcohols provided the corresponding urea and urethane derivatives. Hydrolysis of methyl ester groups gave the acids. Ring closure in the presence of thionyl chloride resulted in the formation of the 3,4-dihydroquinolin-2(2H)-one skeleton.
Ionic Liquid Mediated Synthesis, Reactions, And Insecticidal Activity Of 1-[(1h-Benzoimidazol-2-Yl)Amino]Spiro[Azetidine-4,4'-[4'H]Chroman]-2-Ones, Dr Kanti Sharma, Renuka Jain
Turkish Journal of Chemistry
Ionic liquid mediated synthesis of novel heterocyclic compounds 1-[(1H-benzoimidazol-2-yl)amino]-2'-phenylspiro[azetidine- 4,4'-[4'H]chroman]-2-ones (3) and 1-[(1H-benzoimidazol-2-yl)amino]- 3-chloro-2'-phenylspiro[aze tidine-4,4'-[4'H] chroman]-2-ones (4) was accomplished by condensing substituted 2-hydrazino benzimidazole (1), flavanone (2), and acetyl chloride/chloroacetyl chloride in ionic liquid, [bmim]PF_6 with or without using catalyst in excellent yield (90%--95%). Further, compounds 3 and 4 were acylated with trifluoroacetic anhydride to give N-acylated products (5 and 10); 3 when treated with HCHO and (C_2H_5)_2NH gave Mannich bases (6) and with aldehydes afforded 3-arylidene-2-azetidinone (7). Compounds 4 underwent nucleophilic substitution with (i) KI (Finkelstein reaction) and (ii) phenols to give the corresponding iodo and phenoxy derivatives (8 …
Study On Crystal Transformation Process Of Magnesium Carbonate Hydrate Based On Salt Lake Magnesium Resource Utilization,
2013
TÜBİTAK
Study On Crystal Transformation Process Of Magnesium Carbonate Hydrate Based On Salt Lake Magnesium Resource Utilization, Juan Du, Zhen Chen, Yulong Wu, Mingde Yang, Jie Dang, Jianjun Yuan
Turkish Journal of Chemistry
The crystal transformation process of magnesium carbonate hydrate by the reaction of magnesium sulfate (MgSO_4) with ammonium carbonate [(NH_4)_2CO_3] was investigated. MgSO_4 is one of the main magnesium resources of the Lop Nur salt lake in the Xinjiang Autonomous Region of China. Magnesium carbonate hydrates with different chemical compositions were prepared. The transformation process of the 2 crystals, MgSO_4 and (NH_4)_2CO_3, was analyzed by Raman spectroscopy, and the associated changes in crystal morphology were observed by scanning electron microscopy. The needle-like MgCO_3 \cdot 3H_2O transformed into sheet-like 4MgCO_3 \cdot Mg(OH)_2 \cdot 4H_2O when the temperature was increased from 323 K …
A One-Pot Strategy For Regioselective Synthesis Of 6-Aryl-3-Oxo-2,3-Dihydropyridazine-4-Carbohydrazides,
2013
TÜBİTAK
A One-Pot Strategy For Regioselective Synthesis Of 6-Aryl-3-Oxo-2,3-Dihydropyridazine-4-Carbohydrazides, Mehdi Rimaz, Hossein Mousavi
Turkish Journal of Chemistry
A simple and efficient method for the synthesis of 6-aryl-3-oxo-2,3-dihydropyridazine-4-carbohydrazide derivatives was developed. The synthesis was achieved via one-pot multicomponent reaction of arylglyoxals, dialkylmalonates, and hydrazine hydrate in pyridine at room temperature. This procedure features high regioselectivity, generally good to excellent yields, the use of easily available starting materials, and operational simplicity. This chemistry provides an efficient and promising synthetic strategy for diversity-oriented construction of the 6-arylpyridazinone skeleton.
Synthesis And Evaluation Of Acetylcholineesterase Inhibitory Potential And Antioxidant Activity Of Benzothiazine Derivatives,
2013
TÜBİTAK
Synthesis And Evaluation Of Acetylcholineesterase Inhibitory Potential And Antioxidant Activity Of Benzothiazine Derivatives, Durre Shahwar, Uzma Sana, Naeem Ahmad
Turkish Journal of Chemistry
The aim of the present study was to synthesize and characterize benzothiazine derivatives prepared by using 2-aminothiophenol and saccharine and in vitro screen their enzyme inhibition and antioxidant potential. Nine different derivatives were prepared and their structures were confirmed by spectral studies (EIMS, ^1 H and ^{13}C NMR). Enzyme inhibition potential of the synthesized compounds was evaluated by Ellman's method, while antioxidant activity was determined by DPPH and FRAP assays. All the derivatives showed remarkable activity against acetylcholine esterase with IC_{50} values in the range of 35.9--122.0 \mu M. All other derivatives, except compound 4a, were inactive towards DPPH radical. …
An Efficient Ligand-Free Method For The Transfer Hydrogenation Of Ketones And Aldehydes Catalyzed By Different Complexes,
2013
TÜBİTAK
An Efficient Ligand-Free Method For The Transfer Hydrogenation Of Ketones And Aldehydes Catalyzed By Different Complexes, Sedat Yaşar, Suzan Çeki̇rdek, Ni̇lay Akkuş Taş, Semi̇ha Yildirim, İsmai̇l Özdemi̇r
Turkish Journal of Chemistry
A very efficient ligand-free method was developed for the transfer hydrogenation of ketones and aldehydes catalyzed by different metal complexes. With this catalytic system, the catalytic performance and catalytic stability of different Ir, Ru, and Pd complexes were more favorable than those of the previously reported systems for transfer hydrogenation. This ligand-free catalytic system showed good stability and excellent activity even with lower catalyst concentrations for the ketones and aldehydes tested.
Synthesis And Characterization Of New Chromogenic Substrates For Exoglycosidases: \Alpha-Glucosidase, \Alpha-Mannosidase, And \Beta-Galactosidase, Dumitru Petru Iga, Richard Schmidt, Silvia Iga, Corina Loredana Hotoleanu, Florentina Duica, Alina Nicolescu, Silvia Stefania Gitman
Turkish Journal of Chemistry
Glycosides of 4-nitrocatechol (1,2-dihydroxy 4-nitrobenzene) with \alpha-D-glucopyranose and \alpha-D-mannopyranose were synthesized by the glycosylation of phenol with peracetylated sugars in the presence of BF_3\cdot OBu_2. The glycoside of 4-nitrocatechol with \beta-D-galactopyranose was prepared by the glycosylation of this phenol as sodium phenoxide with tetra-O-benzoyl-\alpha-D- galactopyranosyl bromide. The structure of the reaction products was confirmed by ^1 H and ^{13}C NMR spectra and by chemical analysis. The latter consisted of acidic hydrolysis, followed by ethyl ether extraction and colorimetric determination of 4-nitrocatechol in the ether phase and application of the anthrone method for the sugar in the water phase. The synthetic …
Potentiometric Determination Of Some Food Additives And Their Binding To A Polycationic Species Using Polyion Sensors,
2013
TÜBİTAK
Potentiometric Determination Of Some Food Additives And Their Binding To A Polycationic Species Using Polyion Sensors, Nedi̇me Dürüst, Ali̇ Kayansalan
Turkish Journal of Chemistry
Polycation-sensitive membrane electrodes based on dinonylnaphthalene sulfonate (DNNS) were examined for the determination of some polyanions, namely xanthan (Xanth), alginate (Alg), carboxymethyl cellulose (CMC), and carrageenan (Carr). The potentiometric titrations of polyanionic analytes yielded sharp end points and correlative stoichiometries. After the determinations were successfully performed in saline, these polyanions were also determined in some food products consumed in Bolu (Turkey). In addition, the titration data were used to estimate the interactions between titrant and polyanionic analytes. The equilibrium constants, K_{eq}, and the number of titrant binding sites (n) per mole of analyte polyanion were calculated using Scatchard plots. The …
Application Of Experimental Design On Determination Of Aluminum Content In Saline Samples By Adsorptive Cathodic Stripping Voltammetry, Si̇nan Yilmaz, Betül Öztürk, Durmuş Özdemi̇r, Ahmet Emi̇n Eroğlu, Fatma Ni̇l Ertaş
Turkish Journal of Chemistry
Adsorptive cathodic stripping voltammetric determination of aluminum at ng mL^{-1} levels in salt samples based on the metal complexation with Calcon (1-(2-hydroxynaphthylazo)-2 naphthol-4-sulfonic acid) and the subsequent adsorptive deposition onto a hanging mercury drop electrode was studied. Central composite design was used as a design method. Several chemical and instrumental parameters (pH, ligand concentration, deposition time, deposition potential, and complexing time) were involved in the experimental design. Analytical parameters such as repeatability, linearity, and accuracy were also investigated and the detection limit was found as 0.32 ng mL^{-1}.
Theoretical Study On The Addition Reaction Between Propadienylidene And Methyleneimine,
2013
TÜBİTAK
Theoretical Study On The Addition Reaction Between Propadienylidene And Methyleneimine, Mengyuan Wang, Yungang Chen, Shanshan Ding, Yingde Wang, Qianchao Cao, Xiaojun Tan, Jinsong Gu
Turkish Journal of Chemistry
The reaction mechanism between propadienylidene and methyleneimine was systematically investigated employing the second-order Møller--Plesset perturbation theory (MP2) method with the 6 -- 31 + G* basis set. Geometry optimization, vibrational analysis, and energy property of the involved stationary points on the potential energy surface were calculated. The energies of the different species were corrected by single point energy calculations at the CCSD (T) // MP2 / 6 -- 31 + G* level. From the surface energy profile, one important initial intermediate characterized by a 3-membered ring structure was located via a transition state firstly. After that, 3 different products possessing …
Electrochemistry Of 2,6-Diaminopurine On Multiwall Carbon Nanotube Modified Glassy Carbon Electrode,
2013
TÜBİTAK
Electrochemistry Of 2,6-Diaminopurine On Multiwall Carbon Nanotube Modified Glassy Carbon Electrode, Ebru Mavi̇oğlu Ayan, Şükri̇ye Karabi̇beroğlu, Zekerya Dursun
Turkish Journal of Chemistry
The electrochemical oxidation of 2,6-diaminopurine (2,6-DAP) was studied in pH 7.4 phosphate buffer solution on multiwall carbon nanotube modified glassy carbon electrode (MWCNT/GCE) over a temperature range of 20 to 50 °C using cyclic voltammetry. 2,6-DAP oxidation on MWCNT/GCE showed a well-defined and irreversible oxidation peak at about 0.72 V vs. Ag/AgCl at pH 7.4. The oxidation potential of 2,6-DAP linearly varied with pH over the range of 3.0 to 10.0 with a slope of --0.0547 V/pH, implying that 2 protons were accompanied by 2 electrons transferred in the electrochemical reaction. The activation energy, Ea, of oxidation reaction was found …
Adsorption Equilibrium Of Water Vapor On Activated Carbon And Alumina And Carbon And Alumina Impregnated With Hygroscopic Salt,
2013
TÜBİTAK
Adsorption Equilibrium Of Water Vapor On Activated Carbon And Alumina And Carbon And Alumina Impregnated With Hygroscopic Salt, Ioan Solomon, Ana Mafalda Ribeiro, Joao Carlos Santos, Jose Miguel Loureiro, Alirio E. Rodrigues, Ion Sandu, Ioan Mamaliga
Turkish Journal of Chemistry
The adsorption equilibrium of water vapor on different adsorbent materials has been studied. Small grains of commercial activated carbon and alumina, with a diameter of d_g = 1.5 \times 10^{-3} m, were impregnated with a hygroscopic salt (calcium chloride) to improve the performance of these materials. The main characteristics of the new composite materials were obtained by adsorption/desorption of nitrogen at 77 K and salt distribution on the adsorbent surface was shown using scanning electron microscopy. The adsorption equilibrium isotherms of water vapor were measured by a gravimetric system at 2 different temperatures in the case of alumina and impregnated …
A Two-Component Protocol For Synthesis Of 3-(2-(Substituted Phenylamino)Thiazol-4-Yl)-2h-Chromen-2-Ones,
2013
TÜBİTAK
A Two-Component Protocol For Synthesis Of 3-(2-(Substituted Phenylamino)Thiazol-4-Yl)-2h-Chromen-2-Ones, Aamer Saeed, Mubeen Arif, Madiha Irfan, Michael Bolte
Turkish Journal of Chemistry
An efficient 2-component synthesis of a series of 3-(2-(substituted phenylamino)thiazol-4-yl)-2H-chromen-2-ones (3a--j) was achieved by the reaction of 3-(2-thiocyanatoacetyl)-2H-chromen-2-one (1) with a variety of suitably substituted anilines in 1:1 molar ratio in ethanol. The structures of the products were established by elemental analyses, and UV-vis, FTIR, ^1H and ^{13}C NMR, and mass spectroscopy. 3-(2-(4-Methylphenylamino)thiazol-4-yl)-2H-chromen-2-one (3j) was further characterized by single crystal X-ray diffraction study. This compound, C_{19}H_{14}N_2OS, crystallizes in the orthorhombic space group Pna21, with Z = 4, and unit cell parameters a = 13.0785(11), b = 25.746(2), c = 4.7235(3) Å, \alpha = \beta = \gamma = 90°.
Environmentally Green Synthesis Of Thioformamide Derivatives,
2013
TÜBİTAK
Environmentally Green Synthesis Of Thioformamide Derivatives, Ali Ramazani, Sang Woo Joo, Fatemeh Zeinali Nasrabadi
Turkish Journal of Chemistry
Reactions of isocyanides with thioacids in water proceeded smoothly at room temperature and in neutral conditions to afford thioformylamide and thioformamide derivatives in high yields. The reaction proceeded smoothly and cleanly under mild conditions and no side reactions were observed.
A Phthalocyanine--Fluorescein Conjugate,
2013
TÜBİTAK
A Phthalocyanine--Fluorescein Conjugate, İlker Ün, Yunus Zorlu, Hani̇fe İbi̇şoğlu, Fabienne Dumoulin, Vefa Ahsen
Turkish Journal of Chemistry
A phthalocyanine--fluorescein conjugate was designed and prepared. Its photophysical properties (electronic absorption and fluorescence) were determined and compared with those of an analogous derivative functionalized by a simple triazole without chromophore. It is likely to be used as a theranostic agent in photodynamic therapy.
Synthesis, Spectroscopic Characterization, And Genotoxicity Of A New Group Of Azo-Oxime Metal Chelates,
2013
TÜBİTAK
Synthesis, Spectroscopic Characterization, And Genotoxicity Of A New Group Of Azo-Oxime Metal Chelates, Beyza Cabi̇r, Bariş Avar, Mehmet Gülcan, Ahmet Kayraldiz, Mükerrem Kurtoğlu
Turkish Journal of Chemistry
A new azo-oxime ligand, 2-[(E)-(hydroxyimino)methyl]-4-[(E)- (4-nitrophenyl)diazenyl]phenol, (pxoxH_2) (2), was prepared by condensation of hydroxylamminehydrochloride and 2-hydroxy5- [(4-nitrophenyl)diazenyl]benzaldehyde (1) with treatment of a solution of diazonium salt of p-nitroaniline and 2-hydroxybenzaldehyde in ethanol. The 6 coordination compounds, [Mn(pxoxH)_2(H_2O)_2].H_2O (3), [Co(pxoxH)_2(H_2O)_2].4H_2O (4), [Ni(pxoxH)_2(H_2O)_2].2H_2O (5), [Cu(pxoxH)_2].H_2O (6), [Zn(pxoxH)_2].6H_2O (7), and [Cd(pxoxH)_2(H_2O)_2].H_2O (8), were prepared by reacting Mn(II), Ni(II) Cu(II), Co(II), Zn(II), and Cd(II) ions with the ligand. The structures of the compounds were elucidated from the elemental analysis data and spectroscopic studies. The azo-oxime metal complexes were also characterized by XRD, magnetic moment, molar conductivity, and thermal analyses. Elemental analyses of the chelates …
Potentiometric Study Of Equilibrium Constants Of A Novel Triazine--Thione Derivative And Its Stability Constants With Hg^{2+}, Cu^{2+}, Ni^{2+}, Pb^{2+}, And Zn^{2+} Metal Ions In Ethanol And Water Mixed, Fati̇h Polat, Hasan Atabey, Hayati̇ Sari, Alaaddi̇n Çukurovali
Turkish Journal of Chemistry
The deprotonation constants of 5-hydroxy-5,6-di-pyridin-2-yl-4,5-dihydro-2H-[1,2,4] triazine-3-thione (HPT) and the stability constants of its Hg^{2+}, Ni^{2+}, Cu^{2+}, Pb^{2+}, and Zn^{2+} ion complexes were studied in 20% ethanol and water mixed at 25 \pm 0.1 °C and ionic strength (I) of 0.1 M supported by NaCl. Four pK_a values of HPT were determined: 3.58, 6.30, 9.23, and 9.69. In various pH conditions, the different complex forms were formulated as ML, MHL, MH_2L, MH_3L, MH_4L, and MH_{-2}L between Hg^{2+}, Ni^{2+}, Cu^{2+}, Pb^{2+}, and Zn^{2+} ions and HPT. According to the potentiometric and spectrophotometric results, the HPT and Hg^{2+} combination formed a selective and …
Biotinylated N,N'-Diarylureas As Probes For The Activation Of Adenosine Monophosphate-Activated Kinase (Ampk),
2013
TÜBİTAK
Biotinylated N,N'-Diarylureas As Probes For The Activation Of Adenosine Monophosphate-Activated Kinase (Ampk), Vitaliy Sviripa, Michael D. Conroy, Wen Zhang, Alice Liu, David S. Watt
Turkish Journal of Chemistry
Biotinylated analogs of drug candidates provide useful tools for studying the drug--target protein interactions. Polyhalogenated N,N'diarylureas are potent activators of adenosine monophosphate-activated kinase (AMPK) and potentially promising agents for the treatment of cancer. Various biotinylated versions of these N,N'-diarylureas were synthesized and evaluated in AMPK-activation studies.
Quasielastic Light Scattering Studies Of Polypeptides: Evidence For Chain Extension In Solution,
2013
TÜBİTAK
Quasielastic Light Scattering Studies Of Polypeptides: Evidence For Chain Extension In Solution, Mehmet Bahatti̇n Baysal, Çi̇ğdem Karadağ
Turkish Journal of Chemistry
Dynamic light scattering and viscosimetric methods were used to study polypeptides including polyleucine, poly (\gamma-benzyl-L-glutamate), poly (\alpha-L-glutamic acid), and polyproline II. Chain extension showing rod-like and flexible conformations occurred in poly(\gamma -benzyl-L-glutamate) and polyproline II solutions as these solutions were diluted in glacial acetic acid or in a mixed solvent of acetic acid and dichloromethane. The elongation of chains in poly(\gamma -benzyl-L-glutamate) and polyproline II solutions was studied by dynamic light scattering and viscosimetric methods. This nonenzymatic growth of peptide chains provides data on primordial synthesis of protein molecules in the absence of cell machinery and for this reason these …
Asymmetric Synthesis Of \Alpha-(Heteroaryl)Alkylamines And \Alpha -Amino Acids Via Nucleophilic 1,2-Addition Of Lithiated Heterocycles To Aldehyde Samp-Hydrazones, Dieter Enders, Giuseppe Del Signore, Gerhard Raabe
Turkish Journal of Chemistry
The asymmetric synthesis of \alpha-(heteroaryl)alkylamines was accomplished by employing a diastereoselective nucleophilic 1,2-addition of lithiated aromatic heterocycles to aldehyde SAMP-hydrazones, followed by BH_3 . THF or SmI_2 promoted removal of the chiral auxiliary. The CBz or benzoyl-protected amines were obtained in good yields (40\%--78\%) and excellent enantiomeric excesses (ee = 88\%--99\%). The methodology can be applied to the synthesis of highly enantioenriched \alpha-amino acids (ee = 90\%--99\%).
