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Molbank, Volume 2012, Issue 4 (December 2012) – 13 articles

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63 KiB  
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5-(tert-Butyldimethylsilyloxy)-1-(2-chloro-5,8-dimethoxyquinolin-3-yl)-3-methylenepentan-1-ol
by Linda Bouarata, Dahmane Tebbani and Paul Mosset
Molbank 2012, 2012(4), M790; https://doi.org/10.3390/M790 - 14 Dec 2012
Viewed by 3498
Abstract
Novel 5-(tert-butyldimethylsilyloxy)-1-(2-chloro-5,8-dimethoxyquinolin-3-yl)-3-methylenepentan-1-ol (7) was prepared via allylation of 2-chloro-5,8-dimethoxyquinoline-3-carbaldehyde (6) with functionalized allylic iodide as tert-butyl-(3-(iodomethyl)but-3-enyloxy)dimethylsilane (5), in the presence of metallic indium in anhydrous DMF as solvent at ambient temperature. The structure of [...] Read more.
Novel 5-(tert-butyldimethylsilyloxy)-1-(2-chloro-5,8-dimethoxyquinolin-3-yl)-3-methylenepentan-1-ol (7) was prepared via allylation of 2-chloro-5,8-dimethoxyquinoline-3-carbaldehyde (6) with functionalized allylic iodide as tert-butyl-(3-(iodomethyl)but-3-enyloxy)dimethylsilane (5), in the presence of metallic indium in anhydrous DMF as solvent at ambient temperature. The structure of the synthesized compound was assigned on the basis of elemental analysis and spectral data. Full article
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59 KiB  
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2-Bromophenyl Salicylate
by Donovan Thompson, Sierra Mitchell, Kevin Clarke, Kerry Sarden and Karelle S. Aiken
Molbank 2012, 2012(4), M789; https://doi.org/10.3390/M789 - 10 Dec 2012
Cited by 1 | Viewed by 3742
Abstract
2-Bromophenyl salicylate is synthesized from 2-benzyloxybenzoic acid in two steps. The final compound has been characterized by IR, 1H-NMR, 13C-NMR and HRMS. The melting point for 2-bromophenyl salicylate is provided. Full article
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72 KiB  
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1-{4-[(1-Isobutyl-1H-imidazo[4,5-c]quinolin-4yl)amino]phenyl}ethanone
by Dinesha, Shivapura Viveka, Sandeep S. Laxmeshwar and Gundibasappa Karikannar Nagaraja
Molbank 2012, 2012(4), M788; https://doi.org/10.3390/M788 - 23 Nov 2012
Cited by 3 | Viewed by 3906
Abstract
The title compound (3) is synthesized by the nucleophilic substitution of 4-chloro-1-isobutyl-1H-imidazo[4,5-c]quinoline 2 with 4-amino acetophenone in n-butanol. Newly prepared imiquimod derivative (3) is characterized by IR, NMR and mass spectral data. Full article
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87 KiB  
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Diethyl 4-(6-Chloroimidazo[2,1-b]thiazol-5-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate and Ethyl 4-(6-Chloroimidazo[2,1-b]thiazol-5-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
by Rita Morigi, Alessandra Locatelli, Mirella Rambaldi, Alessandro Consorti and Alberto Leoni
Molbank 2012, 2012(4), M787; https://doi.org/10.3390/M787 - 20 Nov 2012
Viewed by 4955
Abstract
Diethyl 4-(6-chloroimidazo[2,1-b]thiazol-5-yl)-2,6-dimethyl-1,4-dihydropyridine- 3,5-dicarboxylate and ethyl 4-(6-chloroimidazo[2,1-b]thiazol-5-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate were obtained simultaneously by the Biginelli reaction using a green protocol and curtailing reaction time. Full article
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99 KiB  
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4-{[(1-Phenyl-1H-pyrazol-3-yl)oxy]methyl}-1,3-dioxolan-2-one
by Gytė Vilkauskaitė, Wolfgang Holzer and Algirdas Šačkus
Molbank 2012, 2012(4), M786; https://doi.org/10.3390/M786 - 20 Nov 2012
Cited by 2 | Viewed by 3914
Abstract
The title compound was obtained by the reaction of tosylated glycerol carbonate with 1-phenyl-1H-pyrazol-3-ol in a good 71% yield. Detailed spectroscopic data (1H-NMR, 13C-NMR, 15N-NMR, IR, MS) are presented. Full article
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135 KiB  
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4,5,6,7-Tetrachloro-2-(1H-imidazol-2-yl)isoindoline-1,3-dione
by Sebastian Wölfel, Frederik Berndt, Jessica Friedrichs, Michael Haese, Janine Joostberends, Bader Masri, Renate Schnerre, Maximilian Wabnik and Conrad Kunick
Molbank 2012, 2012(4), M785; https://doi.org/10.3390/M785 - 09 Nov 2012
Cited by 1 | Viewed by 4785
Abstract
4,5,6,7-Tetrachloro-2-(1H-imidazol-2-yl)isoindoline-1,3-dione was obtained by reaction of 2-aminoimidazole with 3,4,5,6-tetrachlorophthalic anhydride in refluxing acetic acid. Full article
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104 KiB  
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3,5-Bis(4-dodecylthiophen-2-yl)-4H-1,2,6-thiadiazin-4-one
by Heraklidia A. Ioannidou and Panayiotis A. Koutentis
Molbank 2012, 2012(4), M784; https://doi.org/10.3390/M784 - 08 Nov 2012
Cited by 1 | Viewed by 3467
Abstract
3,5-Dichloro-4H-1,2,6-thiadiazin-4-one 1 reacts with (4-dodecylthiophen-2-yl)trimethylstannane 4 (2.2 equiv.) and Pd(Ph3P)2Cl2 (5 mol%) in acetonitrile at ca. 82 °C to give 3,5-bis(4-dodecylthiophen-2-yl)-4H-1,2,6-thiadiazin-4-one 5 in 93% yield. Full article
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190 KiB  
Short Note
(Z)-N-(7-Cyano-9,9,15,15-tetramethyl-9,10,11,13,14,15-hexahydro-6H-benzo[4'',5'']imidazo[1'',2'':1',2']pyrido[3',4':5, 6]pyrano[2,3-f]pyrido[3,2,1-ij]quinolin-6-ylidene)pent-4-ynamide
by Jürgen Bachl, Otto Wolfbeis, Carlos Cativiela and David D. Díaz
Molbank 2012, 2012(4), M783; https://doi.org/10.3390/M783 - 16 Oct 2012
Viewed by 4809
Abstract
Coumarin-based dye (Z)-N-(7-cyano-9,9,15,15-tetramethyl-9,10,11,13,14,15-hexahydro-6H-benzo[4'',5'']imidazo[1'',2'':1',2']pyrido[3',4':5,6]pyrano[2,3-f]pyrido[3,2,1-ij]quinolin-6-ylidene)pent-4-ynamide (3) was obtained in 81% yield by reaction between primary imine precursor 1 and pent-4-ynoic anhydride (2) under thermal conditions. The title compound was characterized by elemental analysis, melting point, 1H-NMR, 13C-NMR, FT-IR, mass, UV-vis and fluorescence spectroscopy. Full article
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117 KiB  
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3-Chloro-5-(4-dodecylthiophen-2-yl)-4H-1,2,6-thiadiazin-4-one
by Heraklidia A. Ioannidou and Panayiotis A. Koutentis
Molbank 2012, 2012(4), M782; https://doi.org/10.3390/M782 - 16 Oct 2012
Cited by 1 | Viewed by 3507
Abstract
3-Chloro-5-trifluoromethanesulfonate-4H-1,2,6-thiadiazin-4-one 3 reacts with (4-dodecylthiophen-2-yl)trimethylstannane 5 (1 equiv.) in the presence of Pd(Ph3P)2Cl2 (5 mol%) in benzene at ca. 20 °C for 5 h to give 3-chloro-5-(4-dodecylthien-2-yl)-1,2,6-thiadiazinone 6 in 87% yield. Full article
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198 KiB  
Short Note
2-[2-(Aziridin-1-yl)ethyl]-5,5-dimethyl-2,5-dihydro-4H-benzo [e]isoindol-4-one (Cytotoxic Oxonaphthalene-Pyrroles, Part IV)
by Helmut Spreitzer and Christiane Puschmann
Molbank 2012, 2012(4), M781; https://doi.org/10.3390/M781 - 01 Oct 2012
Viewed by 3415
Abstract
An aziridine-containing side chain is attached to an oxonaphthalene-annelated pyrrole in expectation of DNA alkylating properties. The cytotoxicity is evaluated against two cell lines, KB-31 and KB-8511, respectively. Full article
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190 KiB  
Short Note
2-(4-Diethoxymethylphenyl)-6-(4-nitrophenyl)-4-phenyl-1,3-diazabicyclo[3.1.0]hex-3-ene
by Hamzeh Kiyani
Molbank 2012, 2012(4), M780; https://doi.org/10.3390/M780 - 28 Sep 2012
Cited by 3 | Viewed by 3674
Abstract
The photochromic compound was obtained from 4-diethoxymethyl-benzaldehyde and trans-2-benzoyl-3-(4-nitrophenyl)aziridine via a three component reaction. The structure of this compound was characterized by elemental analysis, 1H-NMR, 13C-NMR and UV-Visible spectral data. Full article
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57 KiB  
Short Note
N1-Benzylidene-N2-(2-((2-((2-(benzylideneamino)ethyl)amino) ethyl)amino)ethyl)ethane-1,2-diamine
by Javier Fernández-Lodeiro, Cristina Núñez, Emilia Bértolo, José Luis Capelo and Carlos Lodeiro
Molbank 2012, 2012(4), M779; https://doi.org/10.3390/M779 - 27 Sep 2012
Viewed by 4350
Abstract
A tetraethylene pentamine-diamine (L4), the biggest compound in the family of dibenzylated diimine-polyamines (L1L4) has been synthesized by classical Schiff-base reaction between benzaldehyde and the diamine tetraethylenepentamine, and the structure was confirmed [...] Read more.
A tetraethylene pentamine-diamine (L4), the biggest compound in the family of dibenzylated diimine-polyamines (L1L4) has been synthesized by classical Schiff-base reaction between benzaldehyde and the diamine tetraethylenepentamine, and the structure was confirmed by elemental analysis, ESI-MS spectrometry and by IR and 1H-NMR spectroscopy. Full article
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165 KiB  
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2-(4-Fluoro-3-nitrophenyl)-6-(4-methoxyphenyl)imidazo[2,1-b]-1,3,4-thiadiazole
by Umesha Kundapur, Balladka Kunhanna Sarojini and Badiadka Narayana
Molbank 2012, 2012(4), M778; https://doi.org/10.3390/M778 - 25 Sep 2012
Viewed by 3794
Abstract
The title compound, 2-(4-fluoro-3-nitrophenyl)-6-(4-methoxyphenyl)­imidazo[2,1-b]-1,3,4-thiadiazole (3) was obtained by the condensation of 5-(4-fluoro-3-nitrophenyl)-[1,3,4]thiadiazol-2-ylamine (1) with 4-methoxyphenacyl bromide (2). The newly prepared imidazo[2,1-b]-1,3,4-thiadiazole derivative (3) was characterized by IR, 1H-NMR, 13C-NMR and LCMS spectral data. Full article
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