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Molbank, Volume 2012, Issue 4 (December 2012)

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Open AccessShort Note 2-(4-Fluoro-3-nitrophenyl)-6-(4-methoxyphenyl)imidazo[2,1-b]-1,3,4-thiadiazole
Molbank 2012, 2012(4), M778; doi:10.3390/M778
Received: 17 July 2012 / Accepted: 13 September 2012 / Published: 25 September 2012
PDF Full-text (165 KB) | Supplementary Files
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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Open AccessShort Note N1-Benzylidene-N2-(2-((2-((2-(benzylideneamino)ethyl)amino) ethyl)amino)ethyl)ethane-1,2-diamine
Molbank 2012, 2012(4), M779; doi:10.3390/M779
Received: 20 June 2012 / Accepted: 26 September 2012 / Published: 27 September 2012
PDF Full-text (57 KB) | Supplementary Files
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
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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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Open AccessShort Note 2-(4-Diethoxymethylphenyl)-6-(4-nitrophenyl)-4-phenyl-1,3-diazabicyclo[3.1.0]hex-3-ene
Molbank 2012, 2012(4), M780; doi:10.3390/M780
Received: 4 August 2012 / Accepted: 22 September 2012 / Published: 28 September 2012
Cited by 3 | PDF Full-text (190 KB) | Supplementary Files
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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Open AccessShort Note 2-[2-(Aziridin-1-yl)ethyl]-5,5-dimethyl-2,5-dihydro-4H-benzo [e]isoindol-4-one (Cytotoxic Oxonaphthalene-Pyrroles, Part IV)
Molbank 2012, 2012(4), M781; doi:10.3390/M781
Received: 27 June 2012 / Accepted: 27 September 2012 / Published: 1 October 2012
PDF Full-text (198 KB) | Supplementary Files
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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Open AccessShort Note 3-Chloro-5-(4-dodecylthiophen-2-yl)-4H-1,2,6-thiadiazin-4-one
Molbank 2012, 2012(4), M782; doi:10.3390/M782
Received: 24 September 2012 / Accepted: 12 October 2012 / Published: 16 October 2012
PDF Full-text (117 KB) | Supplementary Files
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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Open AccessShort 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
Molbank 2012, 2012(4), M783; doi:10.3390/M783
Received: 25 September 2012 / Accepted: 15 October 2012 / Published: 16 October 2012
PDF Full-text (190 KB) | Supplementary Files
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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Open AccessShort Note 3,5-Bis(4-dodecylthiophen-2-yl)-4H-1,2,6-thiadiazin-4-one
Molbank 2012, 2012(4), M784; doi:10.3390/M784
Received: 24 September 2012 / Accepted: 7 November 2012 / Published: 8 November 2012
Cited by 1 | PDF Full-text (104 KB) | Supplementary Files
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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Open AccessShort Note 4,5,6,7-Tetrachloro-2-(1H-imidazol-2-yl)isoindoline-1,3-dione
Molbank 2012, 2012(4), M785; doi:10.3390/M785
Received: 30 August 2012 / Accepted: 7 November 2012 / Published: 9 November 2012
PDF Full-text (135 KB) | Supplementary Files
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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Open AccessShort Note 4-{[(1-Phenyl-1H-pyrazol-3-yl)oxy]methyl}-1,3-dioxolan-2-one
Molbank 2012, 2012(4), M786; doi:10.3390/M786
Received: 8 October 2012 / Accepted: 9 November 2012 / Published: 20 November 2012
Cited by 1 | PDF Full-text (99 KB) | Supplementary Files
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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Open AccessShort Note 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
Molbank 2012, 2012(4), M787; doi:10.3390/M787
Received: 30 October 2012 / Accepted: 15 November 2012 / Published: 20 November 2012
PDF Full-text (87 KB) | Supplementary Files
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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Open AccessShort Note 1-{4-[(1-Isobutyl-1H-imidazo[4,5-c]quinolin-4yl)amino]phenyl}ethanone
Molbank 2012, 2012(4), M788; doi:10.3390/M788
Received: 28 August 2012 / Accepted: 16 November 2012 / Published: 23 November 2012
Cited by 2 | PDF Full-text (72 KB) | Supplementary Files
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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Open AccessShort Note 2-Bromophenyl Salicylate
Molbank 2012, 2012(4), M789; doi:10.3390/M789
Received: 9 October 2012 / Accepted: 30 November 2012 / Published: 10 December 2012
PDF Full-text (59 KB) | Supplementary Files
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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Open AccessShort Note 5-(tert-Butyldimethylsilyloxy)-1-(2-chloro-5,8-dimethoxyquinolin-3-yl)-3-methylenepentan-1-ol
Molbank 2012, 2012(4), M790; doi:10.3390/M790
Received: 30 October 2012 / Accepted: 4 December 2012 / Published: 14 December 2012
PDF Full-text (63 KB) | Supplementary Files
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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