Synthesis and Characterization of Some New Tetraaldehyde and Tetraketone Derivatives and X-ray Structure of 1,1′-(4,4′-(2-(1,3-bis(4-Acetylphenoxy)propan-2-ylidene)propane-1,3-di-yl)bis(oxy)bis(4,1-phenylene))diethanone

Tetraketone and tetraaldehyde derivatives 2a–d were synthesized via the reaction of ethene-1,1,2,2,-tetra-yl-tetramethylene tetrabromide (1) with hydroxyketone and aldehyde derivatives. The molecular structures were identifed by IR, 1H-NMR, 13C-NMR and MS analysis. The crystal structure of the title compound 2a, C38H36O8, is reported. Its crystal data are: monoclinic, space group P 2(1)/n with cell dimensions of a=9.0395(12) Å, b=12.6114(17) Å, c=13.8166(18) Å, β=95.875(3), V=1566.8(4) Å3, F.W.=620.67, ρcalc=1.316 gcm3 for Z=2, μ=0.092 mm−

Synthesis, characterization and cyclization reactions of some new bisthiosemicarbazones

The reaction of trans-1, 4-dichloro-2-butene 1 with selected phenols affords (E)-1, 4-bis(aryloxy)-2-butenes 2a-d which are converted into bis-thiosemicarbazones 3a-h via the reactions with thiosemicarbazide and 4-methyl thiosemicarbazide, respectively. Similarly, 4-methyl-5-ethoxycarbonyl- 2, 3-dihydro-1, 3-thiazoles 4a-h are synthesized via the reaction of bis-thiosemicarbazones 3a-h with ethyl 2-chloroacetoacetate. trans-1, 4-Dithiocyanato-2-butene 5 is obtained from the reaction of KSCN and trans-1, 4-dichloro-2-butene 1. Furthermore, the bis-2-amino-1, 3, 4-thiadiazoles 6k and l are obtained from the reaction of trans-1, 4-dithiocyanato-2-butene 5 with thiosemicarbazide and 4-methyl thiosemicarbazide, respectively. These compounds are characterized by elemental analyses, infrared, 1H-, 13C-NMR and mass spectrometry. Finally, the microbial features of all compounds are determined. Some of them exhibited microbial activities at low level, and the electronic absorption spectra of the compounds 3b, d, f and h are measured in organic solvents (MeOH, DMF, DMSO and 1, 4-dioxane) with various polarities

2-Benzoylmethyl-4-[(2-benzylidene­ethylidene)amino]-5-(2-thienylmethyl)-2H-1,2,4-triazol-3(4H)-one

In the mol­ecule of the title compound, C24H20N4O2S, the dihedral angle between the triazole and thio­phene rings is 66.80 (4)° and the dihedral angle between the two benzene rings is 63.37 (4)°. An intra­molecular C—H⋯O inter­action results in the formation of a six-membered ring. A π⋯π contact between the benzene rings, [centroid–centroid distance = 3.918 (2) Å] may stabilize the structure. Weak C—H⋯π inter­actions are also present. The S, C and H atoms of the thiophene ring are disordered over two positions and were refined with occupancies of 0.654 (3) and 0.346 (3)

Synthesis of 1,3,4-thiadiazol-2(3H)-one derivatives via an unexpected intramolecular addition-elimination reaction of 1,3,4-thiadiazoles

WOS: 000405158500022A new synthesis was developed for 1,3,4-thiadiazol-2(3H)-one derivatives, based on a new arrangement on the thiadiazole ring with an intramolecular addition-elimination reaction. To this end, starting from 5-methyl-1,3,4-thiadiazole-2-thiol (1), derivatives of 3-((un)substituted benzyl)-5-methyl-1,3,4-thiadiazol-2(3H)-one (7a-g) and ((un)substituted phenyl)-2-oxoethyl)-5-methyl,3,4-thiadiazol-2(3H)-one (10-15) were synthesized (in yields of 81-88% and 63-71%, respectively). The structures of all synthesized compounds were characterized using IR, H-1 NMR, and C-13 NMR spectroscopy, and elemental analysis, mass spectroscopy and X-ray diffraction analysis (compounds 3c, 7b-f and 10) techniques. This study presents a new and effective reaction path for the synthesis of 1,3,4-thiadiazol-2(3H)-one derivatives. (C) 2017 Elsevier Ltd. All rights reserved.Karabuk UniversityKarabuk University [KBU-BAP-15/1-DS-021, KBU-BAP-17-BM-132]The financial support under the contract (KBU-BAP-15/1-DS-021 and KBU-BAP-17-BM-132) from Karabuk University is gratefully acknowledged

Synthesis and Biological Properties of Novel Triazole-Thiol and Thiadiazole Derivatives of the 1,2,4-Triazole-3(5)-one Class

2,2\u27-(4,4\u27(Butane-1,4-diyl/hexane-1,6-diyl)bis(3-methyl-5-oxo-4,5-dihydro-1,2,4- triazole-4,1-diyl)) diacetohydrazides 3a,b were obtained via the formation of diethyl 2,2\u27-(4,4\u27(butane-1,4-diyl/hexane-1,6-diyl)bis(3-methyl-5-oxo-4,5-dihydro-1,2,4-triazole-4,1- diyl))diacetates 2a,b, obtained starting from di-[3(methyl-2-yl-methyl)-4,5-dihydro-1H-[1,2,4]-triazole-5-one-4yl]-n-alkanes 1a,b in two steps. The synthesis of the compounds 7a,b–9a,b incorporating the 1,3,4-thiadiazole, and 10a,b–11a,b with a 1,2,4-triazole-thiol nucleus as the second heterocycle, was performed by the acidic or basic treatment of compounds 4a,b–6a,b which were obtained from the reaction of 3a,b with several isothiocyanates. Newly synthesized compounds were screened for antimicrobial activities and their antioxidant properties by the 1,1-diphenyl-2-picryl hydrazyl (DPPH) radical scavenging method. Compounds 4a,b, 5a,b, and 6a,b were found to possess good antioxidant properties. Almost all compounds have significant antimicrobial activities

Synthesis and characterisations of some new 2,4-dihydro-[1,2,4]-triazol-3-one derivatives and X-ray crystal structures of 4-(3-phenylallylideneamino)-5- thiophen-2-yl-methyl-2,4-dihydro-[1,2,4]triazol-3-one

Compounds 2 were synthesised via the reaction of 4-amino-5-thiophen-2-yl-methyl-2,4-dihydro-[1,2,4]- triazol-3-one (1) with aldehydes. Compounds 3 and 4 were obtained from compounds 2 with bromo acetophenone and ethyl bromoacetate, respectively. The synthesis of compounds 2, 3, and 4 and crystal structure of compound 2a are being reported. The molecular structures were identified by IR, 1 H-NMR, 13 C-NMR, MS, and elemental analyses. Compound 2a crystallises in the monoclinic P 2 1 /n space group, with a = 6.565(5) ˚A, b = 18.278(5) ˚A, c = 13.8166(18) ˚A, β = 96.227(5) ◦ , V = 1553.6(14) ˚A3 , Z = 4. The newly compounds synthesised were screened for their antibacterial and antifungal properties. Among the compounds, 4d showed antimicrobial activity against Candida albicans ATCC 60193 and Candida tropicalis ATCC 13803

4-(4-(( 5-Amino-1,3,4-thiadiazol-2-yl)methoxy) phenyl)-1-(( 5-amino-1,3,4-thiadiazol-2-yl)methyl)-3-benzyl-1H-1,2,4-triazol-5( H)-one: Synthesis, Characterization and Computational Studies

AKCAY, Hakki Turker/0000-0002-8502-9608WOS: 000390361500010Background: 1,2,4-triazole and its derivatives are known to have various biological activities such as antifungal, antiviral, antidepressant, antitumor, anti-inflammatory, antitubercular, antimigrain and anti-cancer. Computational chemistry plays an important role in determining structural and chemical properties of chemical compounds. There are many studies on computational studies of triazole derivatives. the aim of this study is to prepare new triazole derivative having potent of bio-active material and to investigate the computational properties. Methods: the molecular geometry of compound 2 was optimized by using X-ray structural parameters at the DFT calculations with a hybrid functional B3LYP (Becke's three parameter hybrid functional using the LYP correlation functional) with the 6-31G (d, p), were performed with the Gaussian 03W software package. Results: in this work, title compound was synthesized and characterized by IR and NMR techniques. the compound was crystallized in ethanol and single crystal which suitable for X-ray analysis was obtained. the geometric optimization was studied and obtained through computational data compared with crystallographic data. Vibrational data, H-1-NMR and (CNMR)-C-13 chemical shifts were calculated and compared with experimental ones. Spectral results are in agreement with each other. TD-DFT was computed and important transitions were assigned. Conclusion: Spectral results are in agreement with each other. TD-DFT was computed and important transitions were assigned. in addition, electrostatic potential map were obtained computationally. While triazole nitrogens have electrophilic character, amine groups have nucleophilic character. Moreover, natural bond orbital analysis were calculated computationally. the interactions of LP(N1) -> sigma* (C2-N2), LP(N3) -> sigma* (C1-O2), LP(O2) -> sigma* (C1-N1), LP(N6) -> pi*(C12-N5), LP(O1) -> pi* (C15-C16), LP(N9) -> sigma* (C21-N8) provide the extra stabilization energy to the molecule. the most important s -> sigma* interaction was obtained as s (C3-H) -> sigma* (C2-N1), sigma (N2-N3) -> sigma* (C2-C3), sigma (N6-H) -> sigma* (C12-S1), sigma (C19-H) -> sigma* (C20-S2), sigma (N9-H) -> sigma* (C21-S2)

New 1,3,4-thiadiazol derivatives: Synthesis, computational study and X-Ray

emirik, mustafa/0000-0001-9489-9093WOS: 000517790600031In this study, 4-hydroxyphenyl-3H-1,2,4-triazol-3-one derivatives (la-d), cyanomethoxyphenyl-3-alkyl/aryl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-acetonitriles (2a-d) and bis amino-1,3,4-thiadiazol-5-alkyl/aryl-2,4-dihydro-3H-1,2,4-triazol-3-one (3a-d) were synthesized. the new compounds were characterized by elemental analyses, IR, H-1 NMR, C-13 NMR and mass spectral studies. the molecular structure of compound 2c was determined by X-ray diffraction. Vibrational data, H-1 NMR and C-13 NMR chemical shifts of compound 3 b were obtained by DET/B3LYP/6-311++G(d,p) method and theoretical spectral data were compared with the experimental ones. Furthermore, Gauswiev 5.0 was used to visualize the results of the computation MEP surface for compound 3 b. (C) 2020 Elsevier B.V. All rights reserved

Synthesis and characterization of metallophthalocyanine with morpholine containing Schiff base and determination of their antimicrobial and antioxidant activities

In this work, novel metallophthalocyanine compounds (M = Zn, Cu, Co) bearing four 2-methoxy-4-{(Z)-[(4-morpholin-4-ylphenyl) imino] methyl} phenol at the peripheral positions were sythesized starting from the new phthalonitrile derivative (2). These new compounds (2-5) have been characterized by a combination of FT-IR, H-1 NMR (for compounds 2 and 3), C-13 NMR (for compound 2), UV-Vis (for compounds 3,4 and 5) and mass spectrophotometry techniques. Antioxidant activities of the metallophthalocyanines were investigated by using DPPH free radical scavenging assay and FRAP (ferric ion reducing antioxidant power) method. The antimicrobial activity of the synthesized metallo phthalocyanine compounds (3-5) were determined against the selected different six standart bacteria isolates by microdilution broth assay with Alamar Blue Dye. Most affected bacteria from the compounds were standard E. coli and S. typhimurium (MIC 625 mu g/ml). Standart Y. enterocolitica and S. aureus have been less affected by the compounds (MIC 10.000 mu g/ml). (C) 2019 Published by Elsevier B.V