3-pyridiniumindolyl-2-thiolates - New type of functionalized indoles

1988 ◽  
Vol 53 (8) ◽  
pp. 1761-1769 ◽  
Author(s):  
Jozef Gonda ◽  
Pavol Kristian
Keyword(s):  
Diffraction Analysis ◽  
Dimethyl Sulfoxide ◽  
Mass Spectra ◽  
Sodium Ethoxide ◽  
Sodium Hydride ◽  
X Ray Diffraction ◽  
X Ray ◽  
H Nmr ◽  
New Type ◽  
C Nmr

2-Bromomethylphenyl isothiocyanate (I) reacts with pyridines to give 2-isothiocyanatobenzylpyridinium bromides II. Deprotonation of these compounds with sodium ethoxide in ethanol of sodium hydride in dimethyl sulfoxide afforded novel type of functionalized indoles, 3-pyridiniumindolyl-2-thiolates. Reaction of II with KOH or KCN gave products of addition to the NCS group VII and VIII, respectively. Structure of the obtained compounds was proven by IR, 1H NMR, 13C NMR, and mass spectra and was confirmed by X-ray diffraction analysis of 3-pyridiniumindolyl-2-thiolate.

scholarly journals Crystal structure and spectroscopic properties of (E)-1,3-dimethyl-2-[3-(4-nitrophenyl)triaz-2-enylidene]-2,3-dihydro-1H-imidazole

2021 ◽  
Vol 77 (2) ◽  
pp. 130-133
Author(s):  
Hector Mario Heras Martinez ◽  
David Chavez Flores ◽  
Patrick C. Hillesheim ◽  
Siddappa Patil ◽  
Alejandro Bugarin
Keyword(s):  
Coupling Reaction ◽  
Sodium Hydride ◽  
Spectroscopic Properties ◽  
Mineral Oil ◽  
X Ray Diffraction ◽  
Extended Structure ◽  
X Ray ◽  
H Nmr ◽  
Weak Intermolecular Interactions ◽  
C Nmr

The title compound (E)-1,3-dimethyl-2-[3-(4-nitrophenyl)triaz-2-enylidene]-2,3-dihydro-1H-imidazole, C11H12N6O2, has monoclinic (C2/c) symmetry at 100 K. This triazene derivative was synthesized by the coupling reaction of 1,3-dimethylimidazolium iodide with 1-azido-4-nitro benzene in the presence of sodium hydride (60% in mineral oil) and characterized by 1H NMR, 13C NMR, IR, mass spectrometry, and single-crystal X-ray diffraction. The molecule consists of six-membered and five-membered rings, which are connected by a triazene moiety (–N=N—N–). In the solid-state, the molecule is found to be planar due to conjugation throughout the molecule. The extended structure shows two layers of molecules, which present weak intermolecular interactions that facilitate the stacked arrangement of the molecules forming the extended structure. Furthermore, there are several weak pseudo-cyclical interactions between the nitro oxygen atoms and symmetry-adjacent H atoms, which help to arrange the molecules.

Synthesis and Pharmacological Evaluation of a Novel Series of Cyclopentenone Derivatives

2017 ◽  
Vol 41 (1) ◽  
pp. 50-56 ◽  
Author(s):  
Fatma A. El-Samahy ◽  
Marwa El-Hussieny ◽  
Naglaa F. El-Sayed ◽  
Elsayed M. Shalaby ◽  
Fayez H. Osman
Keyword(s):  
Mass Spectra ◽  
Secondary Amines ◽  
X Ray Diffraction ◽  
X Ray ◽  
H Nmr ◽  
Chemical Structures ◽  
Pharmacological Evaluation ◽  
New Compounds ◽  
C Nmr ◽  
Boiling Toluene

A novel series of cyclopent-2-enone derivatives have been synthesised by the reaction of 4-hydroxy-3,4-diphenylcyclopent-2-enone, cyclic secondary amines, phosphorus reagents, hexamethylphosphoramide and Lawesson's reagent in boiling toluene/THF. The chemical structures of new compounds were identified by 1H NMR, 13C NMR, 31P NMR and mass spectra. Furthermore, the structure of one of the synthesised compounds has been confirmed using single crystal X-ray diffraction. The pharmacological evaluation results of antilung and anticolon carcinoma cell line properties for the products are discussed.

Regio- and stereoselective synthesis of [1,3]thiazolo[3,2-b][1,2,4]triazol-7-ium salts via electrophilic heterocyclization of 3-S-propargylthio-4Н-1,2,4-triazoles and their antimicrobial activity

2017 ◽  
Vol 23 (2) ◽  
pp. 109-113 ◽  
Author(s):  
Mikhailo Slivka ◽  
Nataliya Korol ◽  
Valerij Pantyo ◽  
Vjacheslav Baumer ◽  
Vasil Lendel
Keyword(s):  
Antimicrobial Activity ◽  
Diffraction Analysis ◽  
Stereoselective Synthesis ◽  
Geometric Isomers ◽  
X Ray Diffraction ◽  
X Ray ◽  
H Nmr ◽  
Electrophilic Heterocyclization ◽  
Better Than ◽  
C Nmr

AbstractA procedure for the preparation of the title salts via regioselective halocyclization of 3-S-propargylthio-4Н-1,2,4-triazoles is reported. Stereoselectivity of electrophilic heterocyclization depends on the nature of the electrophilic reagent: bromination is better than iodobromination and iodination. The heterocyclization with tellurium tetrahalogenides leads to the formation of a mixture of geometric isomers of the salts. Their structure was confirmed by 1H NMR, 13C NMR, НМВС and single crystal X-ray diffraction analysis.

Megastachine, a new alkaloid from Lycopodiummegastachyum

1979 ◽  
Vol 57 (13) ◽  
pp. 1691-1693 ◽  
Author(s):  
Jean-Claude Braekman ◽  
Claude Hootele ◽  
Noah Miller ◽  
Jean-Paul Declercq ◽  
Gabriel Germain ◽  
...  
Keyword(s):  
Diffraction Analysis ◽  
The Novel ◽  
X Ray Diffraction ◽  
X Ray ◽  
Lycopodium Alkaloid ◽  
New Type

The isolation of the novel pentacyclic base megastachine (1), representative of a new type of Lycopodium alkaloid, is reported. Its structure has been determined by X-ray diffraction analysis.

scholarly journals A series of Mn(i) photo-activated carbon monoxide-releasing molecules with benzimidazole coligands: synthesis, structural characterization, CO releasing properties and biological activity evaluation

RSC Advances ◽  
2019 ◽  
Vol 9 (36) ◽  
pp. 20505-20512 ◽  
Author(s):  
Mixia Hu ◽  
YaLi Yan ◽  
Baohua Zhu ◽  
Fei Chang ◽  
Shiyong Yu ◽  
...  
Keyword(s):  
Carbon Monoxide ◽  
Biological Activity ◽  
Activated Carbon ◽  
Fluorescence Spectroscopy ◽  
Single Crystal ◽  
Structural Characterization ◽  
X Ray Diffraction ◽  
X Ray ◽  
H Nmr ◽  
C Nmr

Five Mn(i) photo-activated carbon monoxide-releasing molecules were synthesized by reactions of MnBr(CO)5 with L1–L4, and characterized via single crystal X-ray diffraction, 1H-NMR, 13C-NMR, IR, UV-vis and fluorescence spectroscopy.

Microbial Transformation of Glycyrrhetinic Acid by Colletotrichum lini AS3.4486

2015 ◽  
Vol 1120-1121 ◽  
pp. 877-881
Author(s):  
Chao Jun He ◽  
Yu Min Yang ◽  
Kong Yang Wu
Keyword(s):  
Single Crystal ◽  
Microbial Transformation ◽  
Glycyrrhetinic Acid ◽  
Conversion Product ◽  
X Ray Diffraction ◽  
Orthorhombic Space Group ◽  
X Ray ◽  
H Nmr ◽  
Sole Product ◽  
C Nmr

The biotransformation of 18β-glycyrrhetinic acid by Colletotrichum lini AS3.4486 was investigated. The conversion reaction was carried out for 72h, and the sole product was isolated by column chromatography and elucidated as 7β,15α-dihydroxy-18β-glycyrrhetinic acid by HR-ESI-MS, 1H-NMR , 13C-NMR and single–crystal X-ray diffraction. The crystal of the conversion product belongs to orthorhombic, space group P212121 with 11.828(1), 13.213(2), 19.606(2) Å , V = 3064.0 Å3, Z = 4. This study povides a new method for the synthesis of 7β,15α-dihydroxy-18β-glycyrrhetinic acid.

β-Hydroxydithiozimtsäurederivate als Liganden. Synthese und Charakterisierung neuartiger 1,1-Ethendithiolato- und O,S-Chelatkomplexe / Derivatives of β -Hydroxydithiocinnamic Acids as Ligands. Syntheses and Characterisation of Novel 1,1-Ethenedithiolato and O,S-Chelate Complexes

2007 ◽  
Vol 62 (3) ◽  
pp. 475-482 ◽  
Author(s):  
Karsten Schubert ◽  
Helmar Görls ◽  
Wolfgang Weigand
Keyword(s):  
Bidentate Ligand ◽  
Molecular Structures ◽  
X Ray Diffraction ◽  
Chelate Complexes ◽  
X Ray ◽  
H Nmr ◽  
Hexyl Ester ◽  
Elemental Analyses ◽  
Derivatives Of ◽  
C Nmr

Starting from 4-bromoacetophenone 1, the 4-bromo-β -hydroxydithiocinnamic acid 2 and the 4-bromo-β -hydroxydithiocinnamic acid hexyl ester 3 were prepared using carbon disulfide and potassium-tert-butylate as a base. Acting as a ligand, the acid gives 1,1-ethenedithiolato complexes with (Ph3P)2Pt(II) (4a), (Et3P)2Pt(II) (4b), dppePt(II) (4c), (Ph3P)2Pd(II) (4d), dppePd(II) (4e), and dppeNi(II) (4f). In contrast to the acid, the deprotonated ester 3 forms a monoanionic bidentate ligand. [O,S] Complexes of Pt(II) (5a), Pd(II) (5b) and Ni(II) (5c) were obtained. All complexes have been fully characterised using 1H NMR, 13C NMR and 31P NMR spectroscopy, mass spectrometry, infrared spectroscopy and elemental analyses. The molecular structures of the complexes 4b and 5a - 5c were determined by X-ray diffraction analyses.

N,N′-Bis(trimethylsilyl) benzamidinato-Komplexe von Vanadium(V), Niob(V) und Tantal(V)/ N,N′-Bis(trimethylsilyl)benzamidinato Complexes of Vanadium(V), Niobium(V) and Tantalum(V)

1999 ◽  
Vol 54 (11) ◽  
pp. 1396-1404 ◽  
Author(s):  
Fritz Preuss ◽  
Michael Scherer ◽  
Christoph Klingshirn ◽  
Gabriele Hornung ◽  
Monika Vogel ◽  
...  
Keyword(s):  
Diffraction Analysis ◽  
Mass Spectra ◽  
X Ray ◽  
H Nmr ◽  
Nmr Data

N,N′-Bis(trimethylsilyl)benzamidinato complexes of vanadium(V), niobium(V) and tantalum( V) have been prepared starting from tBuN=MCl3 · n py and tBuN=MCpCl2, respectively: tBuN=V[PhC(NSiMe3)2] nCl3-n (n = 1, 2); tBuN=M[RC(NSiMe3)2]Cl · py [M = Nb. Ta; R = C6H5, C6H4(4-CF3)]; tBuN=MCp[RC(NSiMe3)2]Cl [M = V. Nb, Ta; R = C6H5, C6H4- (4-CF3)]; tBuN=VCp[PhC(NSiMe3)2](OtBu). The syntheses of silylated tert-butylamido complexes tBuN=M[NtBu-SiMe2-NHtBu]Cl2 · py (M = Nb, Ta), tBuN=V[NtBu-SiMe2-OtBu]Cl2 and tBuN=M[NtBu-SiMe2-OtBu]Cl2 · py [M = Nb, Ta (20)] are also described. The compounds have been investigated by 1H NMR data,51V NMR data, mass spectra. X-ray data diffraction analysis.

Synthesis and reactions of indeno[1,2-c]chromene-6,11-dione derivatives

2008 ◽  
Vol 2008 (11) ◽  
pp. 609-612 ◽  
Author(s):  
Mahmoud R. Mahmoud ◽  
Manal M. El-Shahawi ◽  
Eman A.A. El-Bordany ◽  
Fatma S.M. Abu El-Azm
Keyword(s):  
Mass Spectra ◽  
Acid Hydrazide ◽  
Sodium Hydride ◽  
Hydroxylamine Hydrochloride ◽  
Cyanoacetic Acid ◽  
H Nmr ◽  
Concentrated Sulfuric Acid ◽  
Nitrogen Nucleophiles ◽  
Cyanoacetic Acid Hydrazide ◽  
C Nmr

Indeno[1,2-c]chromene-6,11-dione was prepared using the readily obtainable starting materials via the condensation of dimethyl homophthalate with 2,6-dichlorobenzaldehyde in the presence of sodium hydride in dry benzene followed by saponification and cyclisation with concentrated sulfuric acid at 0°C. The tendency of indeno[1,2-c]chromene-6,11-dione for undergoing nucleophilic addition has been tested by reaction with nitrogen nucleophiles such as hydrazine hydrate, hydroxylamine hydrochloride, ethyl carbazate, cyanoacetic acid hydrazide, thiosemicarbazide and 4-methylbenzenesulfonohydrazide. The IR, 1H NMR, 13C NMR and mass spectra of the synthesised compounds are discussed.

1H NMR study of the solvolysis of the paramagnetic tetrachloro-bis(imidazole)ruthenium(III) anion in water, methanol, and dimethyl sulfoxide

1995 ◽  
Vol 73 (4) ◽  
pp. 471-482 ◽  
Author(s):  
Craig Anderson ◽  
André L. Beauchamp
Keyword(s):  
Dimethyl Sulfoxide ◽  
1H Nmr ◽  
Room Temperature ◽  
Single Species ◽  
X Ray Diffraction ◽  
Chloro Complexes ◽  
X Ray ◽  
H Nmr ◽  
Nmr Study ◽  
Nmr Signals

The 1H NMR signals of the Ru(III) species present in solution are considerably broadened and shifted by paramagnetism, but they can be used to follow chloride displacement in the trans-[RuCl4Im2]− ion. This anion remains predominant for several hours at room temperature in D2O, but its signals are progressively replaced by those of a monoaqua [RuCl3(D2O)Im2] complex. Over a period of days, two new sets of peaks appear, corresponding to two isomers of [RuCl2(D2O)2Im2]+. The same behaviour is observed for the 1-methyl-and 4-methylimidazole analogues. These reactions can be driven backwards by addition of KCl, but [RuCl4Im2]− is not quantitatively regenerated in solution even for 6 M NaCl. Within several months, the [RuCl2(D2O)2Im2]+ isomers further aquate to a single species [RuCl(D2O)3Im2]2+. In CD3OD, displacement of the first chloride of [RuCl4Im2]− takes place faster, over several hours, but substitution stops at the [RuCl3(CD3OD)Im2] stage. In DMSO, substitution occurs very slowly. The [RuCl3(DMSO)Im2]:[RuCl4Im2]−mixture (1:2) obtained after 12 days starts to show very slow reduction to two Ru(II) species, one of which precipitates as yellow crystals. From X-ray diffraction work (monoclinic, P21/n, a = 9.951, b = 8.564, c = 10.527 Å, β = 92.95°, R = 0.033), the compound was identified as [RuCl2(DMSO-d6)2Im2], where the metal has a trans-trans-trans coordination and the DMSO ligands are S-bonded. Keywords: paramagnetic ruthenium anion, solvolysis, chloro complexes.

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