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Molbank, Volume 2009, Issue 4 (December 2009) – 24 articles

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128 KiB  
Short Note
Dimethyl 1,4-Dihydro-2,6-dimethyl-1-(4-methylphenyl)-4-(4-methoxylphenyl)pyridine-3,5-dicarboxylate
by Wenwen Zhang, Ning Pan and Qingjian Liu
Molbank 2009, 2009(4), M646; https://doi.org/10.3390/M646 - 15 Dec 2009
Cited by 9 | Viewed by 6785
Abstract
Dimethyl 1,4-dihydro-2,6-dimethyl-1-(4-methylphenyl)-4-(4-methoxylphenyl)–pyridine-3,5-dicarboxylate has been synthesized via Hantzsch condensation reaction of p-methoxybenzaldehyde, methyl acetoacetate and p-toluidine promoted by microwave irradiation (MWI) in the presence of iodine under solvent-free conditions. Full article
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Scheme 1

169 KiB  
Short Note
Methyl 6-Methyl-4-(4-iodophenyl)-1,2,3,4-tetrahydro-2-thioxo-5-pyrimidinecarboxylate
by Ning Pan, Wenwen Zhang and Qingjian Liu
Molbank 2009, 2009(4), M645; https://doi.org/10.3390/M645 - 15 Dec 2009
Cited by 9 | Viewed by 6830
Abstract
Methyl 6-methyl-4-(4-iodophenyl)-1,2,3,4-tetrahydro-2-thioxo-5-pyrimidinecarboxylate has been synthesized via Biginelli reaction of 4-iodobenzaldehyde, methyl acetoacetate and thiourea, promoted by microwave irradiation in the presence of iodine under solvent-free conditions in high yield and good purity. Full article
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Scheme 1

106 KiB  
Short Note
(2E)-3-(3-Methoxy-1-phenyl-1H-pyrazol-4-yl)-2-propenal
by Neringa Kleizienė, Eglė Arbačiauskienė, Wolfgang Holzer and Algirdas Šačkus
Molbank 2009, 2009(4), M644; https://doi.org/10.3390/M644 - 04 Dec 2009
Cited by 113 | Viewed by 6313
Abstract
The palladium-catalyzed reaction of 4-bromo-3-methoxy-1-phenyl-1H-pyrazole with acrolein diethyl acetal gives the title compound in good yield. Detailed spectroscopic data (1H NMR, 13C NMR, 15N NMR, IR, MS) are presented. Full article
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Scheme 1

41 KiB  
Short Note
4,4’-Bis(4-octylphenoxy)-2,2’-bipyridine
by Ru Liu, Yan Xu, Jun-Ru Wang and Zhen-Ting Du
Molbank 2009, 2009(4), M643; https://doi.org/10.3390/M643 - 02 Dec 2009
Cited by 49 | Viewed by 7809
Abstract
4,4’-Bis(4-octylphenoxy)-2,2’-bipyridine which can be used in complexes of ruthenium was synthesized. This ligand bears a long chain for the purpose of increasing the solubility of the final complex. The synthesis was achieved through a nucleophilic aromatic substitution reaction of 4,4’-bromo-2,2’-bipyridine and 4-octylphenol. Full article
144 KiB  
Short Note
1,9-Bis(2-pyridyl)-1,2,8,9-tetrathia-5-oxanonane
by Jeet Kalia and Ronald T. Raines
Molbank 2009, 2009(4), M642; https://doi.org/10.3390/M642 - 17 Nov 2009
Cited by 17 | Viewed by 7156
Abstract
Disulfide crosslinking of proteins is typically performed by treating proteins bearing cysteine residues with small-molecule disulfide reagents. The process results in the formation of a mixed disulfide intermediate, which then reacts with the cysteine residue of another protein molecule to form the crosslinked [...] Read more.
Disulfide crosslinking of proteins is typically performed by treating proteins bearing cysteine residues with small-molecule disulfide reagents. The process results in the formation of a mixed disulfide intermediate, which then reacts with the cysteine residue of another protein molecule to form the crosslinked product. This second step requires the intimate association of two large reactants. The ensuing steric hindrance can result in poor crosslinking yields. Here, we introduce a bis(disulfide) reagent in which activated disulfides are separated by linkers that can alleviate steric hindrance and thereby potentially increase the efficiency of crosslinking. Full article
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84 KiB  
Short Note
[1-(4-Chlorophenyl)cyclopropyl](piperazin-1-yl)methanone
by Basavaraj Padmashali, Siddapura M. Mallikarjuna and Ballekere N. Chidananda
Molbank 2009, 2009(4), M641; https://doi.org/10.3390/M641 - 09 Nov 2009
Cited by 37 | Viewed by 6036
Abstract
The title compound, [1-(4-chlorophenyl)cyclopropyl](piperazin-1-yl)methanone, was synthesized and characterized by elemental analysis, IR, 1H NMR, 13C NMR and mass spectral data. Full article
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204 KiB  
Short Note
3-Chloro-4-fluoro-N-{[3-(4-methoxyphenyl)-1-phenyl-1H-pyrazol- 4-yl]methyl}aniline
by Sandhya Bawa, Fasih Ahmad and Suresh Kumar
Molbank 2009, 2009(4), M640; https://doi.org/10.3390/M640 - 05 Nov 2009
Cited by 12 | Viewed by 7552
Abstract
A direct reductive amination of 3-(4-methoxyphenyl)-1-phenyl-1H-pyrazole-4-carbaldehyde 2 with 3-chloro-4-flouroaniline using NaBH4/I2 as a reducing agent is described. The reaction was carried out in MeOH under neutral conditions at room temperature to give the secondary amine, 3-chloro-4-fluoro-N-{[3-(4-methoxyphenyl)-1-phenyl-1H-pyrazol-4-yl]methyl}aniline (3). Full article
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124 KiB  
Short Note
4-Bromo-3-methoxy-1-phenyl-1H-pyrazole
by Neringa Kleizienė, Eglė Arbačiauskienė, Wolfgang Holzer and Algirdas Šačkus
Molbank 2009, 2009(4), M639; https://doi.org/10.3390/M639 - 05 Nov 2009
Cited by 12 | Viewed by 7001
Abstract
The title compound was prepared by treatment of 4-bromo-1-phenyl-1H-pyrazol-3-ol with sodium hydride/methyl iodide in good yield. Detailed spectroscopic data (1H NMR, 13C NMR, 15N NMR, IR, MS) are presented. Full article
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Graphical abstract

147 KiB  
Short Note
6-(4-(2-{2-[2-(2-Hydroxy-ethoxy)-ethoxy]-ethoxy}-ethyl)-10-oxa-4-aza-tricyclo[5.2.1.02,6]dec-8-ene-3,5-dione)
by David M. Gooden
Molbank 2009, 2009(4), M638; https://doi.org/10.3390/M638 - 05 Nov 2009
Cited by 12 | Viewed by 7229
Abstract
Microwave irradiation of maleimide with an excess of furan in water exclusively yields the corresponding exo-cycloadduct in good yield (87%) in 1 hour at 90 oC. Alkylation of the imido nitrogen with tetraethylene glycol under Mitsunobu conditions gives the ROMP monomer in [...] Read more.
Microwave irradiation of maleimide with an excess of furan in water exclusively yields the corresponding exo-cycloadduct in good yield (87%) in 1 hour at 90 oC. Alkylation of the imido nitrogen with tetraethylene glycol under Mitsunobu conditions gives the ROMP monomer in 81% yield. Full article
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132 KiB  
Short Note
Zinc(II)-5,10,15,20-tetrakis(α-pyridino-m-tolyl)porphyrin Tetrabromide
by Yoshinobu Ishikawa, Takeshi Yamashita, Satoshi Fujii and Tadayuki Uno
Molbank 2009, 2009(4), M637; https://doi.org/10.3390/M637 - 04 Nov 2009
Cited by 55 | Viewed by 7254
Abstract
Cationic porphyrins interact strongly with guanine quadruplex (G-quadruplex) DNA. We report the preparation of the zinc(II) complex of a porphyrin bearing cationic side arms, zinc(II)-5,10,15,20-tetrakis(α-pyridino-m-tolyl)porphyrin tetrabromide (ZnmPy), as a novel probe for the analysis of G-quadruplex/porphyrin interaction. Full article
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150 KiB  
Short Note
(2E,2'E)-3,3-(1,4-Phenylene)bis[1-(2,5-dimethyl-3-thienyl)prop- 2-en-1-one]
by Abdullah M. Asiri and Salman A. Khan
Molbank 2009, 2009(4), M636; https://doi.org/10.3390/M636 - 28 Oct 2009
Cited by 22 | Viewed by 6700
Abstract
A bis-chalcone has been synthesized by reaction of 3-acetyl-,5-dimethylthiophene and terephthalaldehyde in ethanolic NaOH at room temperature: (2E,2'E)-3,3-(1,4-phenylene)bis[1-(2,5-dimethyl-3-thienyl)prop-2-en-1-one] (3) was obtained in high yield. The structure of this compound was established by elemental analysis, IR, 1H NMR, 13 [...] Read more.
A bis-chalcone has been synthesized by reaction of 3-acetyl-,5-dimethylthiophene and terephthalaldehyde in ethanolic NaOH at room temperature: (2E,2'E)-3,3-(1,4-phenylene)bis[1-(2,5-dimethyl-3-thienyl)prop-2-en-1-one] (3) was obtained in high yield. The structure of this compound was established by elemental analysis, IR, 1H NMR, 13C NMR and EI-MS spectral analysis. Full article
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86 KiB  
Short Note
2,6-Bis(9-ethyl-9H-carbazolylmethylene)cyclohexanone
by Abdullah M. Asiri and Salman A. Khan
Molbank 2009, 2009(4), M635; https://doi.org/10.3390/M635 - 26 Oct 2009
Cited by 10 | Viewed by 6802
Abstract
The title compound, 2,6-bis(ethyl-9-ethyl-9H-carbazolylmethylene)cyclohexanone has been synthesized by condensation of 9-ethylcarbazole-3-aldehyde and cyclohexanone in ethanol in the presence of pyridine. The structure of this new compound was confirmed by elemental analysis, IR, 1H NMR, 13C NMR and EI-MS spectral analysis. Full article
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24 KiB  
Short Note
2-[4-(Hexadecyloxy)-3-methoxyphenyl]-1,3-benzothiazole
by Sie-Tiong Ha, Teck-Ming Koh, Siew-Teng Ong and Yip-Foo Win
Molbank 2009, 2009(4), M634; https://doi.org/10.3390/M634 - 16 Oct 2009
Cited by 221 | Viewed by 7186
Abstract
A new heterocycle, 2-[4-(hexadecyloxy)-3-methoxyphenyl]-1,3-benzothiazole, was prepared and its IR, 1H NMR, 13C NMR, elemental analysis and MS spectroscopic data are reported. Full article
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Graphical abstract

124 KiB  
Short Note
4-[(1,3-Benzothiazol-2-ylimino)methyl]phenyl Dodecanoate
by Sie-Tiong Ha, Teck-Ming Koh, Yip-Foo Win and Siew-Teng Ong
Molbank 2009, 2009(4), M633; https://doi.org/10.3390/M633 - 14 Oct 2009
Cited by 24 | Viewed by 6995
Abstract
A heterocycle, 4-[(1,3-benzothiazol-2-ylimino)methyl]phenyl dodecanoate, was synthesized and its IR, 1H NMR, 13C NMR, elemental analysis and MS spectroscopic data are presented. This new compound exhibited smectic A phase. Full article
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40 KiB  
Short Note
3-Hydroxy-4-[(phenylimino)methyl]phenyl Myristate
by Sie-Tiong Ha, Siew-Teng Ong, Yee-Ting Chong and Guan-Yeow Yeap
Molbank 2009, 2009(4), M632; https://doi.org/10.3390/M632 - 14 Oct 2009
Cited by 24 | Viewed by 6890
Abstract
A new Schiff base ester 3-hydroxy-4-[(phenylimino)methyl]phenyl myristate was synthesized and its IR, 1H NMR, 13C NMR and MS spectroscopic data are presented. Full article
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40 KiB  
Short Note
3-Hydroxy-4-{[(3-nitrophenyl)imino]methyl}phenyl Tetradecanoate
by Sie-Tiong Ha, Siew-Teng Ong, Yee-Ting Chong and Guan-Yeow Yeap
Molbank 2009, 2009(4), M631; https://doi.org/10.3390/M631 - 14 Oct 2009
Cited by 24 | Viewed by 6816
Abstract
A new Schiff base ester, 3-hydroxy-4-{[(3-nitrophenyl)imino]methyl}phenyl tetradecanoate, was synthesized and its IR, 1H NMR, 13C NMR and MS spectroscopic data are presented. Full article
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39 KiB  
Short Note
4-{[(3-Cyanophenyl)imino]methyl}-3-hydroxyphenyl Tetradecanoate
by Sie-Tiong Ha, Siew-Teng Ong, Yee-Ting Chong and Guan-Yeow Yeap
Molbank 2009, 2009(4), M630; https://doi.org/10.3390/M630 - 14 Oct 2009
Cited by 24 | Viewed by 6559
Abstract
A new Schiff base ester, 4-{[(3-cyanophenyl)imino]methyl}-3-hydroxyphenyl tetradecanoate, was synthesized and its IR, 1H NMR, 13C NMR and MS spectroscopic data are presented. Full article
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42 KiB  
Short Note
4-{[(3-Chlorophenyl)imino]methyl}-3-hydroxyphenyl Myristate
by Sie-Tiong Ha, Siew-Teng Ong, Yee-Ting Chong and Guan-Yeow Yeap
Molbank 2009, 2009(4), M629; https://doi.org/10.3390/M629 - 14 Oct 2009
Cited by 8 | Viewed by 7206
Abstract
A new Schiff base ester, 4-{[(3-chlorophenyl)imino]methyl}-3-hydroxyphenyl myristate, was synthesized and its IR, 1H NMR, 13C NMR and MS spectroscopic data are presented. Full article
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131 KiB  
Short Note
tert-Butyl 3-(4-Cyano-5-phenylisothiazol-3-yl)carbazate
by Heraklidia A. Ioannidou and Panayiotis A. Koutentis
Molbank 2009, 2009(4), M628; https://doi.org/10.3390/M628 - 12 Oct 2009
Cited by 16 | Viewed by 6038
Abstract
3-Iodo-5-phenylisothiazole-4-carbonitrile 1 reacts with tert-butyl carbazate via a Buchwald C-N style coupling to afford tert-butyl 3-(4-cyano-5-phenylisothiazol-3-yl)- carbazate 2 in 70% yield. [...] Full article
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43 KiB  
Short Note
3,6-Bis(5’-bromo-3’-indolyl)-1,4-dimethypiperazine-2,5-dione
by Stephen Crooke, Michele Davis-McGibony and Christine Whitlock
Molbank 2009, 2009(4), M627; https://doi.org/10.3390/M627 - 09 Oct 2009
Cited by 20 | Viewed by 6433
Abstract
The one-pot synthesis of 3,6-bis(5’-bromo-3’-indolyl)-1,4-dimethylpiperazine- 2,5-dione is reported. Sarcosine anhydride is brominated and immediately reacted with 5-bromoindole to produce the product, which is characterized by 1H NMR, MS and microanalysis. Full article
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219 KiB  
Short Note
(S*)-2,7,8-Trihydroxychroman-4-one
by Ming-Jen Cheng, Wen-Li Lo, Hung-Chun Yeh and Chung-Yi Chen
Molbank 2009, 2009(4), M626; https://doi.org/10.3390/M626 - 09 Oct 2009
Cited by 20 | Viewed by 8459
Abstract
Reticumanone (1), a new chromanone, isolated from the leaves of Cinnamomum reticulatum Hay (Lauraceae), has been characterized as (S*)-2,7,8-trihydroxychroman-4-one, by means of spectroscopic methods. Full article
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66 KiB  
Short Note
3,4,5,6,7,8,9-Heptachlorophenaleno[1,9-bc]pyrazole
by Polina K. Demetriadou and Panayiotis A. Koutentis
Molbank 2009, 2009(4), M625; https://doi.org/10.3390/M625 - 07 Oct 2009
Cited by 9 | Viewed by 6220
Abstract
Treatment of perchloro-7H-cyclopropano[a]acenaphthylene 1 with hydrazine hydrate in DMF at ca. 80 °C gives the new 3,4,5,6,7,8,9-heptachlorophenaleno[1,9-bc]pyrazole 2 in 69% yield. This compound is the first example of a phenalene fused pyrazole. Full article
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79 KiB  
Short Note
1,3,5-Tris{[N-(1,3-diphenyl-1H-pyrazol-4-yl)methylene]-4-aminophenyl}benzene
by Sandhya P. Veettil and Karickal R. Haridas
Molbank 2009, 2009(4), M624; https://doi.org/10.3390/M624 - 07 Oct 2009
Cited by 9 | Viewed by 7751
Abstract
1,3,5-Tris{[N-(1,3-diphenyl-1H-pyrazol-4-yl)methylene]-4-aminophenyl}-benzene was synthesised from N-(4-bromophenyl)-N-[(1,3-diphenyl-1H-pyrazol-4-yl)-methylene]amine and 1,3,5-tribromobenzene by an Ullman coupling reaction. The synthesized compound was charecterised by NMR, IR, MS and elemental analysis. Full article
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181 KiB  
Short Note
5-Methyl-4-oxo-4,6-dihydro-3H-pyridazino[4,5-b]carbazole-1-carbaldehyde
by Miriam Emich and Norbert Haider
Molbank 2009, 2009(4), M623; https://doi.org/10.3390/M623 - 05 Oct 2009
Cited by 19 | Viewed by 6548
Abstract
The title compound was prepared in good yield by oxidation of 1-(hydroxymethyl)-3,6-dihydro-4H-pyridazino[4,5-b]carbazol-4-one with 2-iodoxybenzoic acid (IBX) in DMSO solution under very mild conditions. Full article
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