1,2-Bis(<i>N</i>′-benzoylthioureido)-4-chlorobenzene

Yamin, Bohari Mohd.; Osman, Uwaisulqarni M.

doi:10.1107/s1600536811014954

Cited by 16 publications

(6 citation statements)

References 7 publications

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“…In 2011, 1,2-Bis(N'-benzoylthioureidothioureido)-4-cholorobenzene was reported by Yamin research group [19]. The former compound is similar to 1,2-bis(N'-benzoylthioureido)benzene reported by Thiam and co-workers [20] during 2008 except for the presence of 4-chlorobenzene b ridge at 1,2 position that connected the two benzoyl thioureido group.…”

Section: Introductionsupporting

confidence: 54%

Characterization and Antimicrobial Studies of Five Substituted Bis-Thioureas

Kamalulazmy¹,

Mutalib²,

Nasir³

et al. 2016

MJAS

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Thioureas play an important role in medicinal chemistry and agricultures due to their biological activity such as antibacterial, antifungal, antiviral, herbicides, rodenticides, phenoloxidase enzymatic inhibitors, anti-HIV and anti-tumor agents. In this study, five substituted bis-thioureas have been synthesized. The isophataloyl chloride and 2,6-pyridinedicarbonyl dichloride were easily converted to bis-isothiocyanate compound via the reaction with ammonium thiocyanate by solid-liquid phase transfer catalysis of polyethylene glycol-400 (PEG-400). Bis-isothiocyanate compound was reacted with aniline derivatives to produce substituted bis-thioureas in good yield at room temperature. All the novel compounds were obtained as yellow solid after recrystallization using DMF/EtOH/H 2 O. Their c h e m i c a l structures were confirmed by Infrared spectrosopy (IR), Nuclear Magnetic Resonance (NMR) 1 H and 13 C and mass spectrometry. The five synthesized compounds were screened for antimicrobial activities using disc diffusion method for antimicrobial activity against Gram-positive bacteria (Bacillus Subtilis and Staphylococcus Aureus), Gram-negative bacteria (Escherichia Coli and Salmonella Typhi) and a mold (Aspergillus Niger). All tested compounds showed low antimicrobial activity since the diameter of inhibition zone (IZ) measure was less than positive control inhibition zone.

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Section: Introductionsupporting

confidence: 54%

Characterization and Antimicrobial Studies of Five Substituted Bis-Thioureas

Kamalulazmy¹,

Mutalib²,

Nasir³

et al. 2016

MJAS

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“…The C7-N1, N2-C8, C7-N2, N4-C22, N4-C21, and N3-C21 bond lengths are 1.339(5), 1.325(5), 1.341(5), 1.315(5), 1.340(5) and 1.342(4) Å, respectively, and these bond lengths are shorther than the normal C-N single bond (1.48 Å) and longer than normal C=N double bond (1.25 Å) [28]. But N1-C4, N1-C1, N3-C15 and N3-C18 bond lengths are 1.467(5), 1.485(5), 1.473(4) and 1.478(4) Å, respectively, and these bond distance are similar to the normal C-N single bond [29][30][31][32][33][34][35][36].…”

Section: Resultsmentioning

confidence: 88%

Crystal structure of cis-copper(II) complex with N-(di-n-propylcarbamothioyl)cyclohexanecarboxamide ligand

et al. 2016

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Copper(II) complex, cis-[Cu(L-κ 2 S,O)2] of N-(di-n-propylcarbamothioyl)cyclohexanecarboxamide ligands (HL) has been synthesized and structurally characterized by various spectroscopic techniques and single crystal X-ray diffraction crystallography. The cis-[Cu(L-κ 2 S,O)2], C28H50CuN4O2S2: Monoclinic, space group P21/n (no. 14), a = 10.025(2) Å, b = 21.724(4) Å, c = 14.848(3) Å, β = 100.60(3)°, Z = 4, Dcalc = 1.259 g/cm 3 , 22069 reflections measured (5.88° ≤ 2Θ ≤ 50.2°), 5639 unique (Rint = 0.0630, Rsigma = 0.0678) which were used in all calculations. The final R1 was 0.0488 (≥2σ(I)) and wR2 was 0.1277 (all data). Single crystal analysis revealed that a square-planar coordination geometry is formed around the copper atom by two sulphur and two oxygen atoms of the related ligand, which are in a cis configuration. KEYWORDS Thioureas Cis-complexCopper complex Single crystal structure Carboxamide derivatives Cyclohexanecarboxamide Cite this: Eur.

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“…Very recently, there have been many studies on noncovalent interactions acting on the crystal structure and packing of sulfur-containing compounds [25]. Hydrogen bonds are generally dominant in the crystal packing of acyl thiourea compounds, mostly determined to be both, N-H⋯O=C and N-H⋯S=C interactions [26,27]. When we looked at the synthesized crystals before, it could be seen that most of the structures displayed a characteristic intermolecular pattern forming dimers by N-H⋯S hydrogen bonding [7,12].…”

Section: N-(alkyl/aryl)-n'-acylthiourea and N-di(alkyl/aryl)-n´-mentioning

confidence: 99%

N-(Dibenzylcarbamothioyl)-3-methylbutanamide: Crystal structure, Hirshfeld surfaces and antimicrobial activity

et al. 2017

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The compound N-(dibenzylcarbamothioyl)-3-methylbutanamide as a thiourea derivative was synthesized and structurally characterized by NMR and FT-IR spectroscopic techniques. The molecular structure of compound was also characterized by single crystal X-ray diffraction method. Crystal data for title compound C20H24N2OS: monoclinic, space group C2/c (no. 15), a = 19.6882(9) Å, b = 9.4045(4) Å, c = 19.5012(8) Å, β = 98.433(2)°, V = 3571.8(3) Å3, Z = 8, μ(CuKα) = 1.665 mm-1, 25057 reflections measured (9.168° ≤ 2Θ ≤ 144.196°), 3500 unique (Rint = 0.0322, Rsigma = 0.0200) which were used in all calculations. The final R1 was 0.0363 (I>2σ(I)) and wR2 was 0.0910 (all data). Intermolecular contacts obtained from X-ray single crystal diffraction study were also explored using both Hirshfeld surfaces and fingerprint plots. Hirshfeld surface analysis showed the occurrence of S···H, O···H and H···H contacts that display an important role to crystal packing stabilization of the thiourea derivative compound. In addition, the compound was evaluated for both their in-vitro antibacterial and antifungal activity.

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1,2-Bis(N′-benzoylthioureido)-4-chlorobenzene

Cited by 16 publications

References 7 publications

Characterization and Antimicrobial Studies of Five Substituted Bis-Thioureas

Characterization and Antimicrobial Studies of Five Substituted Bis-Thioureas

Crystal structure of cis-copper(II) complex with N-(di-n-propylcarbamothioyl)cyclohexanecarboxamide ligand

N-(Dibenzylcarbamothioyl)-3-methylbutanamide: Crystal structure, Hirshfeld surfaces and antimicrobial activity

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