Some experimental measurements and theoretical studies of 3-methyl4-[4-(dimethylamino)-benzylidenamino]-4,5-dihydro-1H-1,2,4-triazol-5one

Bu metot çalışmasında, öncelikle 3-metil-4-[4-(dimetilamino)-benzilidenamino]-4,5-dihidro-1H-1,2,4triazol-5-on bileşiği DFT (B3LYP, B3PW91 ve mPW1PW91) metodu ve 6-311++G(d,p) temel seti kullanılarak optimize edilmiştir. Optimize edilen yapıdan geometrik parametreleri (bağ uzunlukları, dihedral açıları ve bağ açıları), doğrusal olmayan optik özellikleri (NLO), titreşim frekansları, UV-vis, 1H- ve 13C-NMR spektral değerleri üzerine deneysel ve teorik çalışmalar yürütülmüştür. 1H- ve 13C-NMR kimyasal kayma değerleri, GIAO ve CSGT metotlarına göre optimize edilen yapı üzerinden başlanarak gaz ve çözücü (CCl4/DMSO) fazında Gaussian09W programı kullanılarak hesaplanmıştır. B3LYP, B3PW91 ve mPW1PW91 yöntemlerinde elde edilen titreşim frekansları deneysel frekanslarla mukayese edilmiştir. Ayrıca, bu bileşiğin mulliken atomik yükleri, elektronegatiflik, elektron ilgisi, iyonlaşma potansiyeli, moleküler yumuşaklık, moleküler sertlik, dipol momentleri, HOMO ve LUMO enerjileri, moleküler elektrostatik potansiyeli (MEP) ve toplam enerjileri gibi elektronik ve termodinamik özellikleri aynı metot kullanılarak hesaplanmıştır.In this method study, primarily 3-methyl-4-[4-(dimethylamino)-benzylideneamino]-4,5-dihydro-1H1,2,4-triazole-5-one compound is optimized by using DFT (B3LYP, B3PW91 and mPW1PW91) method and 6-311++ G (d,p) basis set. Experimental and theoretical studies on geometric parameters (bond lengths, dihedral angles and bond angles), Non-linear optical properties (NLO), vibration frequencies, UV-vis, 1H- and 13C-NMR spectral values were carried out from the optimized structure. 1H- and 13CNMR chemical shifts were calculated by using Gaussian09W program in gas and solvent (CCl4/DMSO) phase starting from the structure optimized according to GIAO and CSGT methods. The vibration frequencies obtained from B3LYP, B3PW91 and mPW1PW91 methods were compared with experimental frequencies. In addition, the electronic and thermodynamic properties such as mulliken atomic charges electronegativity, electron affinity, ionization potential, molecular softness, molecular hardness, dipole moments, HOMO and LUMO energies, molecular electrostatic potential (MEP) and total energies of this compound are calculated by using the same method

Investigation of theoretical properties of 4,5-dihydro-1H-1,2,4-triazol-5-one derivates by using DFT/B3LYP and HF methods

Bu çalışmada, 3-fenil-4-(4-dimetilaminobenzilidenamino)-4,5-dihidro-1H-1,2,4-triazol-5-on (1) ve 1-asetil-3-benzil-4-(4- dimetilaminobenzilidenamino)-4,5-dihidro-1H-1,2,4-triazol-5-on (2) bileşiklerinin geometrik özellikleri (bağ açıları, bağ uzunlukları ve dihedral açıları), termodinamik özellikleri, elektronik özellikleri (toplam enerji, dipol moment), en yüksek dolu moleküler orbital (HOMO) ve en düşük moleküler boş orbitallerin (LUMO) enerjileri, Mulliken atom yükleri Gaussian 09W programı kullanılarak incelenmiştir. 6-31G(d,p) Temel seti kullanılarak yoğunluk fonksiyoneli metodu (DFT/B3LYP) ve Hartree-Fock metodu (HF) ile 1 ve 2 bileşiklerinin spektroskopik ve yapısal değerleri hesaplanarak deneysel verilerle karşılaştırılmıştır.In this study, geometric properties (bond angles, bond lengths and dihedral angles), thermodynamic parameters, electronic properties (total energy, dipole moment), the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO), Mulliken atomic charges of 3-phenyl-4-[4-(dimethylamino)benzylidenamino]-4,5-dihydro-1H-1,2,4-triazol-5-one (1) and 1-acetyl-3-benzyl-4-[4-(dimethylamino)benzylidenamino]-4,5-dihydro-1H-1,2,4-triazol-5-one (2) have been investigated by using Gaussian 09W program. The spectroscopic and structural data of compounds 1 and 2 have been calculated by using 6- 31G(d,p) basis set with density functional method (DFT/B3LYP) and Hartree-Fock method (HF) and compared with experimental values

In vitro antioxidant and antimicrobial activities of some novel 3-Alkyl4-[3-methoxy-4-(p-nitrobenzoxy)-benzylideneamino]-4,5-dihydro-1H1,2,4-triazol-5-ones

Bu çalışmada, dokuz yeni 3-alkil-4-[3-metoksi-4-(p-nitrobenzoksi)-benzilidenamino]-4,5-dihidro-1H1,2,4-triazol-5-on (3) bileşiği 3-alkil-4-amino-4,5-dihidro-1H-1,2,4-triazol-5-on (1) bileşiklerinin 3- metoksi-4-hidroksibenzaldehidin trietilaminli ortamda p-nitrobenzoil klorür ile reaksiyonundan elde edilen 3-metoksi-4-(p-nitrobenzoksi)-benzaldehid (2) ile reaksiyonundan sentezlenmiştir. Sentezlenen yeni bileşikler IR, 1H NMR ve 13C NMR spektrum verileri kullanılarak karakterize edilmiştir. Çalışmada, ayrıca, yeni bileşiklerin in vitro antibakteriyal etkinlikleri altı bakteriye karşı agar kuyucuk yöntemi ile belirlenmiştir. İn vitro ortamda sentezlenen yeni bileşiklerin antioksidan aktiviteleri üç farklı yöntemle tayin edilmiştir.In this study, nine novel 3-alkyl-4-[3-methoxy-4-(p-nitrobenzoxy)-benzylideneamino]-4,5-dihydro-1H1,2,4-triazol-5-ones (3) were synthesized from the reactions of 3-alkyl-4-amino-4,5-dihydro-1H-1,2,4- triazol-5-ones (1) with 3-methoxy-4-(p-nitrobenzoxy)-benzaldehyde (2), which was synthesized by the reaction of 3-methoxy-4-hydroxybenzaldehyde with p-nitrobenzoyl chloride by using triethylamine. The structures of novel compounds were established from IR, 1H NMR and 13C NMR spectral data. In addition, in vitro antibacterial capacities of the new compounds were determined against six bacteria by mains of agar well diffusion method. Furthermore, newly synthesized compounds antioxidant capacities were performed by three different methods

Preparation, GIAO NMR Calculations and Acidic Properties of Some Novel 4,5-dihydro-1H-1,2,4-triazol-5-one Derivatives with Their Antioxidant Activities

Six novel 3-alkyl(aryl)-4-(p-nitrobenzoylamino)-4,5-dihydro-1H-1,2,4-triazol-5- ones (2a-f) were synthesized by the reactions of 3-alkyl(aryl)-4-amino-4,5-dihydro-1H- 1,2,4-triazol-5-ones (1a-f) with p-nitrobenzoyl chloride and characterized by elemental analyses and IR, 1H-NMR, 13C-NMR and UV spectral data. The newly synthesized compounds 2 were titrated potentiometrically with tetrabutylammonium hydroxide in four non-aqueous solvents such as acetone, isopropyl alcohol, tert-butyl alcohol and N,N-dimethylformamide, and the half-neutralization potential values and the corresponding pKa values were determined for all cases. Thus, the effects of solvents and molecular structure upon acidity were investigated. In addition, isotropic 1H and 13C nuclear magnetic shielding constants of compounds 2 were obtained by the gauge-including-atomic-orbital (GIAO) method at the B3LYP density functional level. The geometry of each compound has been optimized using the 6-311G basis set. Theoretical values were compared to the experimental data. Furthermore, these new compounds and five recently reported 3-alkyl-4-(2-furoylamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones (3a–c,e,f) were screened for their antioxidant activities

Synthesis and Non-Aqueous Medium Titrations of Some New 4-Benzylidenamino-4,5-dihydro-1H-1,2,4-triazol-5-one Derivatives

The synthesis of 3-alkyl(aryl)-4-(3-ethoxy-4-hydroxybenzylidenamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones 3 from the reactions of 3-alkyl(aryl)-4-amino-4,5-dihydro-1H-1,2,4-triazol-5-ones 2 with 3-ethoxy-4-hydroxybenzaldehyde is described.The acetylation and methylation reactions of the compounds 3 giving compounds of type4 and 5, respectively, were investigated. The newly synthesized compounds werecharacterized using elemental analyses and IR, 1H-NMR, 13C-NMR and UV spectral data.In addition, to investigate the effects of solvents and molecular structure upon acidity,compounds 3 were titrated potentiometrically with tetrabutylammonium hydroxide infour non-aqueous solvents (isopropyl alcohol, tert-butyl alcohol, acetonitrile and N,N-dimethylformamide). The half-neutralization potential values and the corresponding pKavalues were determined for all cases

Synthesis and Determination of pKa Values of Some New 3,4-Disubstituted-4,5-Dihydro-1H-1,2,4-triazol-5-one Derivatives in Non-aqueous Solvents

3-Alkyl(Aryl)-4-amino-4,5-dihydro-1H-1,2,4-triazol-5-ones (2) reacted with 2-furoyl chloride and thiophene-2-carbonyl chloride to afford the corresponding 3- alkyl(aryl)-4-(2-furoylamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones (3) and 3-alkyl(aryl)- 4-(2-thienylcarbonylamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones (4), respectively. The new compounds synthesized were characterized by using IR, 1H-NMR, 13C-NMR and UV spectral data together with elemental analysis. In addition, to investigate the effects of solvents and molecular structure upon acidity, compounds 3 and 4 were titrated potentiometrically with tetrabutylammonium hydroxide in four non-aqueous solvents (isopropyl alcohol, tert-butyl alcohol, N,N-dimethylformamide and acetonitrile). The half-neutralization potential values and the corresponding pKa values were determined for all cases

Reactions of Amidines with Some Carboxylic Acid Hydrazides.

568-572Ten amidrazone derivatives (seven new compounds) and twelve 1,2,4-triazole derivatives (five new compounds) are synthesized and their structures are established by elemental analysis, IR, 1H NMR and 13C NMR spectral data

Synthesis and acidic properties of new 1-phenylacetyl-3-ethyl-4-(4-hydroxybenzylidenamino)-4,5-dihydro-1H-1,2,4-triazol-5-one

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