N-Benzoyl / (4-nitrobenzoyl)-N'-4-cyanophenyl thioureas (original) (raw)
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Synthesis and Characterization of Novel Thiourea Derivatives and Their Nickel and Copper Complexes
Journal of Chemistry, 2013
New benzoyl thiourea derivatives and their nickel and copper complexes were synthesized. The structure of the synthesized compounds were confirmed by elemental analysis, FT-IR, and1H NMR techniques. Four of the synthesized compounds are analyzed by X-ray single crystal diffraction technique. WhereasN,N-dimethyl-N′-(4-fluorobenzoyl)thiourea,N,N-diethyl-N′-(4-fluorobenzoyl)thiourea, andN,N-di-n-butyl-N′-(4-fluorobenzoyl) thiourea crystallize in the monoclinic system,bis(N,N-di-n-propyl-N′-(4-fluorobenzoyl)thioureato) nickel(II) complex crystallizes in the triclinic system. These ligand molecules form dimers through strong intermolecular hydrogen bonds such as N–H⋯S, C–H⋯O, and N–H⋯O. Moreover, there are different types of intramolecular interactions in the crystal structures.Bis(N,N-dimethyl-N′-(4-fluorobenzoyl)thioureato) nickel(II) complex has a nearly square-planar coordination. The distance of nickel atom from the best plane through the coordination sphere is 0.029 Å.
Malaysian Journal of Analytical Science, 2017
Derivatives of N-bromobenzoyl-N'-(1,10-phenanthrolin-5-yl)thiourea were successfully synthesized from the reaction of 1,10phenanthroline with x-bromobenzoylisothiocyanate (x = ortho, meta and para) to give phen-o-BrBT, phen-m-BrBT and phen-p-BrBT, respectively. The molecular structures of the derivatives compounds were elucidated based on the crystal structure of Nbromobenzoyl-N'-(1,10-phenanthrolin-5-yl)thiourea, CHNS elemental analysis, mass spectrometry, spectroscopic data (infrared, ultraviolet-visible, nuclear magnetic resonance and luminescence) and cyclic voltammetry.The mass spectrum show similar m/z values at 460.9 and 260.0, which represent the molecular ions for [(phen-x-BrBT)-Na] + and [BrBT] + , respectively. The presence of a v(NH) (3389-3599 cm-1) and the disappearance of ν(NH 2) bands from 1,10-phenanthroline-5-amine indicate the formation of the N-bromobenzoyl-N'-(1,10-phenanthrolin-5-yl)thiourea. Attachment of a Br atom to the benzoyl moiety reduced the stretching frequency of C=O group by >20 cm-1 compared with phen-BT ligand. The compounds exhibit two π→π* bands at 231 and 269-270 nm for the phenanthroline and benzoyl moieties, respectively. The resonance for N-H proton appeared at δ = 11.53-12.49 ppm. In addition, 13 C resonance signals for C=S and C=O groups were recorded at around 182 and 167.39-169.08 ppm, respectively. The synthesis and effect of a Br substitution on the structural and luminescence properties of N-bromobenzoyl-N'-(1,10-phenanthrolin-5-yl)thiourea derivatives are presented and discussed in this study.
ijdddonline.com, 2011
A series of N-p-methylbenzoyl-N' thiourea derivatives bearing different substituents have been synthesized and screened in order to evaluate for their antibacterial and antifungal activity. Antibacterial and antifungal activity of the title compounds has been evaluated by varying the substituents in the thiourea moiety. Reaction of pmethylbenzoyl chloride with ammonium thiocynate followed by the addition of various aromatic amines afforded N-pmethylbenzoyl-N' substituted thiourea. The structures of newly synthesized compounds has been supported by IR and 1 HNMR spectral analysis. Among the synthesized compounds N-(4-methylbenzoyl)-N'-(4-chloro-2-nitrophenyl) thiourea and N-(4-methylbenzoyl)-N'-(4-methylphenyl) thiourea have been found to exhibit excellent antibacterial and antifungal activity when compared with the standard drug.
New complexes were prepared using Ni(II) and Co(II) metal ions with a new derivative of thiourea. The complexes were investigated using all valuable spectral. X-ray single crystal study was carried out to verify the proposed geometry of the complexes. g r a p h i c a l a b s t r a c t ORTEP diagram of Ni(II) complex showing some atomic numbering scheme. a b s t r a c t 1-Benzoyl-3-(4-methylpyridin-2-yl) thiourea ligand was coordinated with Ni(II) and Co(II) perchlorate salts to isolate complexes. All the prepared compounds are deliberately investigated by all possible spectral tools. A comparative study for IR spectra reveals the neutral bidentate coordinating nature of the ligand towards the two metal ions. The UV/Vis spectra of the complexes display d–d transition bands proposed an octahedral geometry for the complexes. MS analysis data are concerned especially with the base peak which is corresponding to C 28 H 25 N 6 O 2 S 2 M ion. The fragmentation patterns are relatively matched with each others. Electrochemical studies were carried out using platinum wire and Ag/AgNO 3 as counter and reference electrodes, respectively. The data reflect the irreversible nature of the electrode couple and showed two successive one electron transfer process. X-ray single crystal studies are used to verifying the octahedral geometry proposed as well as calculating crystal parameters beside the structural refinements.
Russian Journal of Coordination Chemistry, 2006
We report the synthesis, characterization, and thermal behavior of 1,1-diethyl-3-(4-(3,3-diethylthioureidocarbonyl)benzoyl)thiourea, 1,1-di-n-propyl-3-(4-(3,3-di-n-propylthioureido carbonyl)benzoyl)thiourea and 1,1-di-n-butyl-3-(4-(3,3-di-n-butylthioureidocarbonyl)benzoyl)thiourea and their Ni(II), Cu(II), and Co(II) complexes. The structure of the prepared compounds was determined by elemental analysis, FT-IR, 1H NMR spectroscopy and mass spectrometry. The ligands are coordinated to metal atoms in a bidentate manner yielding an essentially neutral complex of the type M3L3. Thermal decomposition of related compounds was investigated by DTA and TG techniques. The pyrolytic end product was identified by X-ray powder diffraction method.
Turk J …, 2010
Synthesis of some novel 1-(3,4,5-trimethoxy)benzoyl-3-arylthiourea derivatives (1a-o) was accomplished in 2 steps. The synthetic route involves the reaction of 1-(3,4,5-trimethoxy)benzoyl chloride with potassium thiocyanate in 1:1 molar ratio in acetone to afford the corresponding isothiocyante followed by treatment with suitably substituted anilines. The structures of the products were established by elemental analyses, IR, 1 H-and 13 C-NMR, and mass spectroscopy and for 1b and 1m from single crystal X-ray diffraction data.
Synthesis of thiadiazolobenzamide via cyclization of thioxothiourea and its Ni and Pd complexes
Journal of the Serbian Chemical Society, 2012
In this study, the new compound, N-(3-methyl-4- oxo[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-7-yl) benzamide, could be obtained via two different reactions: 1) reaction of 4-amino-6-Methyl-3- (Methylsulfanyl)-1,2,4-triazin-5-one with benzoyl isothiocyanate under removal of methylmercaptane, 2) reaction of 4-amino-6-Methyl-3-thioxo- 1,2,4-triazin-5-one with benzoyl isothiocyanate under elimination of hydrogen sulfide. In both reactions a new bond between sulfur and nitrogen atoms was formed and a five-membered ring was created. The oxo thiadiazolo benzamide was characterized by IR-, 1HNMR- and 13CNMR spectroscopy as well as by Mass spectrometry. X-ray crystallography was used to shed light on the structure of this new compound. Two new complexes could be generated by coordination of oxo thiadiazolo benzamide to Pd(II) and Ni(II) ions. These complexes have been analyzed by IR-, 1HNMR- and 13CNMR spectroscopy, conductometry and Thermal gravimetry (TGA). Theoretical QM Calculation GIAO ha...
Synthesis of Mono- and N,N - Disubstituted Thioureas and N -Acylthioureas
Synthesis, 2004
1-Benzotriazole-1-carbothioamide (2), prepared from 1cyanobenzotriazole (1) and hydrogen sulfide, reacts with amines to give thioureas 3a-e. Reactions of (benzotriazol-1-yl)carboximidamides 4a-d,f-j and acyl-5a-f,i-k or arylaminocarbonyl-5g,h (benzotriazol-1-yl)carboximidamides with hydrogen sulfide give the corresponding thioureas 3a-d,f-j, and N-acylthioureas 6a-f,i-k or N-carbamoylthioureas 6g,h, respectively.