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Molecules, Volume 6, Issue 6 (June 2001) – 29 articles , Pages 496-573, Articles M211-M231

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Research

157 KiB  
Short Note
2,4-Dimethyl-3-phenyl-[2'-methyl-3'-chloro]-7-chloro-8-methyl-1,3-diaza-2,4-diboranaphtalene Tricarbonylchromium Complexes
by B. Abouhamza, S. Allaoud and A. Karim
Molecules 2001, 6(6), M211; https://doi.org/10.3390/M211 - 25 May 2001
Cited by 3 | Viewed by 3506
Abstract
All reactions were carried out under dry nitrogen using Schlenk techniques. 2,4–Dimethyl-3-phenyl-[2’-methyl-3’-chloro]-7-chloro-8-methyl-1,3-diaza-2,4-diboranaphtalene tricarbonylchromium complexes were obtained by a classical method [1].[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
91 KiB  
Short Note
3-Cyano-2-(2,5-dimethoxybenzalamino)-4-5-tetramethylenethiophene
by Abdullah Mohamed Asiri
Molecules 2001, 6(6), M212; https://doi.org/10.3390/M212 - 25 May 2001
Viewed by 3745
Abstract
3-Cyano-2-(2,5-dimethoxybenzalamino)-4-5-tetramethylenethiophene was prepared by condensation of 2-amino-3-cyano-4,5-tetramethylenethiophene 1 and 2,5-dimethoxybenzaldehyde 2 [1,2].[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
91 KiB  
Short Note
3-(2-Nitrophenyl)-2-(4-nitrophenyl)-4-thiazolidinone
by Abdullah Mohamed Asiri
Molecules 2001, 6(6), M213; https://doi.org/10.3390/M213 - 25 May 2001
Cited by 2 | Viewed by 3858
Abstract
The 4-thiazolidinone 3 was prepared from the Schiff base 1 thioglycolic acid 2 [1,2]. Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
107 KiB  
Short Note
2-Mercapto-5-(2'-isopropyl-5'-methylphenoxymethyl)-1,3,4-triazole
by Abdullah Mohamed Asiri
Molecules 2001, 6(6), M214; https://doi.org/10.3390/M214 - 25 May 2001
Viewed by 3808
Abstract
The triazole derivative 2 was prepared from 4-[2'-isopropyl-5'-methylphenoxyacyl]thiosemicarbazide 1 by heating under reflux with aqueous NaOH [1,2].[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
113 KiB  
Short Note
(R,S)-N-[(2-Oxocyclohexyl)methyl]-1-butanaminium Chloride
by Edmont V. Stoyanov and Ivo C. Ivanov
Molecules 2001, 6(6), M215; https://doi.org/10.3390/M215 - 25 May 2001
Viewed by 3288
Abstract
The Mannich bases of cyclohexanone with benzylamine and 3,4-methylenedioxybenzylamine hydrochlorides have been prepared in moderate yields using aqueous formaldehyde solution [1].[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
115 KiB  
Short Note
(R,S)-N-[(2-Oxocyclohexyl)methyl]-2-phenyl-1-ethanaminium Chloride
by Edmont V. Stoyanov and Ivo C. Ivanov
Molecules 2001, 6(6), M216; https://doi.org/10.3390/M216 - 25 May 2001
Viewed by 3080
Abstract
The Mannich bases of cyclohexanone with benzylamine and 3,4-methylenedioxybenzylamine hydrochlorides have been prepared in moderate yields using aqueous formaldehyde solution [1].[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
119 KiB  
Short Note
(+)-(1R)-N1-{[(1R,1S)-2-Oxocyclohexyl]methyl}-1-phenyl-1-ethanaminium Chloride
by Edmont V. Stoyanov and Ivo C. Ivanov
Molecules 2001, 6(6), M217; https://doi.org/10.3390/M217 - 25 May 2001
Viewed by 2676
Abstract
The Mannich bases of cyclohexanone with benzylamine and 3,4-methylenedioxybenzylamine hydrochlorides have been prepared in moderate yields using aqueous formaldehyde solution [1].[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
121 KiB  
Short Note
4-Morpholino-2-oxo-2H-chromene-3-carbaldehyde
by Boyan I. Iliev and Ivo C. Ivanov
Molecules 2001, 6(6), M218; https://doi.org/10.3390/M218 - 25 May 2001
Cited by 2 | Viewed by 3162
Abstract
The title compound 3 has been allegedly prepared earlier [1] by refluxing the same starting materials 1 and 2 in ethanol for 10 min. Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
105 KiB  
Short Note
2-Bromo-3-ethylthiazolium Tetrafluoroborate (BET)
by Györgyi Kovács, Zoltán Kele, Péter Forgó and Lajos Kovács
Molecules 2001, 6(6), M219; https://doi.org/10.3390/M219 - 25 May 2001
Cited by 2 | Viewed by 3984
Abstract
Recent progress in peptide synthesis resulted in the elaboration of novel coupling agents. One successful approach involves the application of thiazolium salts, e.g. 2-bromo-3-ethyl-4-methylthiazolium tetrafluoroborate (BEMT) [1-3].[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
114 KiB  
Short Note
1-Diazo-2-(2-quinolinyl)-2-ethanone
by David C. Forbes, Charles O. Gaston, Derrick L. Lewis, Doug W. Morrison and Mary C. Smith
Molecules 2001, 6(6), M220; https://doi.org/10.3390/M220 - 25 May 2001
Viewed by 3611
Abstract
Diazoketone 2 was prepared using 2,4,6-trichloro-1,3,5-triazine (cyanuric chloride) as coupling reagent allowing for the efficient transfer of diazomethane to commercially available carboxylic acid 1 [1].[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
123 KiB  
Short Note
(1S,4R,5R,8R,9S,12R,13S) 12-(1S-Hydroxyethyl)-13-(3-hydroxypropyl)-5-(1,5-dimethylhexyl)-1,9-epoxy-4,8,13 Trimethyl Tricyclo [7,4,0,04,8] Tridecane
by M. Daoubi, A. Benharref and M. Pierrot
Molecules 2001, 6(6), M221; https://doi.org/10.3390/M221 - 25 May 2001
Viewed by 3237
Abstract
A mixture of 1 (1 g, 2.25 mmol) and lithium aluminium hydride (0.34 g, 8.94 mmol) in 40 mL of THF was refluxed for 12 h. Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
136 KiB  
Short Note
(1S,4R,5R,8R,9S,12R,13S),12-(1S-Hydroxyethyl)-13-(N-benzyl-2-carboxamido Ethyl)-5-(1,5-dimethylhexyl)-1,9-epoxy-4,8,13-trimethyl Tricyclo [7,4,0,0,4,8] Tridecane
by M. Daoubi, A. Benharref and Diego. M. Cortes
Molecules 2001, 6(6), M222; https://doi.org/10.3390/M222 - 25 May 2001
Viewed by 3920
Abstract
A mixture 1 [1] (1 g, 2.25 mmol) and benzylamine [2] as a solvent was refluxed for 3 hours.[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
122 KiB  
Short Note
2-Formyl nor-31-lanosten-3-enol
by M. Daoubi and A. Benharref
Molecules 2001, 6(6), M223; https://doi.org/10.3390/M223 - 25 May 2001
Viewed by 3246
Abstract
To a solution of 1 [1] (1 g, 2.25 mmol) in 50 mL of dry benzene held under nitrogen, was added 0.5 mL of ethyl formate [2] (distilled from phosphorus pentoxide) followed by a solution of (0.45 g, 8.33mmol) of sodium in 35 [...] Read more.
To a solution of 1 [1] (1 g, 2.25 mmol) in 50 mL of dry benzene held under nitrogen, was added 0.5 mL of ethyl formate [2] (distilled from phosphorus pentoxide) followed by a solution of (0.45 g, 8.33mmol) of sodium in 35 mL of absolute methyl alcohol.[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
118 KiB  
Short Note
3-Trimethylsilanylethynyl-[1,10]phenanthroline
by Christoph Michel, Davood Habibi and Michael Schmittel
Molecules 2001, 6(6), M224; https://doi.org/10.3390/M224 - 25 May 2001
Cited by 5 | Viewed by 3108
Abstract
The experimental procedure follows a protocol developed by Sonogashira [1] and recently used for the preparation of macrocyclic phenanthrolines.[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
111 KiB  
Short Note
3-Ethynyl-[1,10]phenanthroline
by Christoph Michel, Davood Habibi and Michael Schmittel
Molecules 2001, 6(6), M225; https://doi.org/10.3390/M225 - 25 May 2001
Cited by 4 | Viewed by 3114
Abstract
The experimental procedure follows a protocol developed by Eaborn [1].[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
121 KiB  
Short Note
3-(4-Iodo-phenylethynyl)-[1,10]phenanthroline
by Christoph Michel, Davood Habibi and Michael Schmittel
Molecules 2001, 6(6), M226; https://doi.org/10.3390/M226 - 25 May 2001
Viewed by 3019
Abstract
The experimental procedure follows a protocol developed by Sonogashira [1].[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
128 KiB  
Short Note
(1S,6S)-Tetrazolo [1,5-g]-7-Aza-trans-himachal-2-ene
by M. Dakir, E. Lassaba and A. Benharref
Molecules 2001, 6(6), M227; https://doi.org/10.3390/M227 - 25 May 2001
Cited by 1 | Viewed by 3343
Abstract
To a solution of 1 (2 g, 9.7 mmol) [1] in trifluoroacetic acid (15 mL) was added by portions during 30 min (1 g, 0.016 mole) sodium azoture [2,3] at -10 °C.[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
127 KiB  
Short Note
(1S,2S,3R,6R,7R)-Epoxy-himachal-7-ol
by M. Dakir, E. Lassaba, A. Chekroun and A. Benharref
Molecules 2001, 6(6), M228; https://doi.org/10.3390/M228 - 25 May 2001
Viewed by 3320
Abstract
To a mixture of lithium aluminium hydride (0,16 g, 4 mmol) in dry ether (50 mL) [1] was added a solution of (10 mL) of epoxide 1 [1,2] (1 g, 4 mmol) in dry ether dropwise at room temperature.[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
185 KiB  
Short Note
4-Phenyl-2,2'-bis(phenylsulfonyl)butane
by F. Matloubi Moghaddam and O. Khakshoor
Molecules 2001, 6(6), M229; https://doi.org/10.3390/M229 - 25 May 2001
Cited by 1 | Viewed by 3217
Abstract
During our investigation of the chemistry of bis-gemdiphenylsulphinyl and sulfonyls [1], we have prepared the 4-phenyl-2,2'-bis (phenylsulfonyl)butane from the corresponding thioketal by dimethyldioxirane oxidation [2].[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
117 KiB  
Short Note
2, 9-Diphenylamino-1,10-phenanthroline
by Hai-Yang Liu, Chi-Fong Luo, Kuo-Shen Chuang and Wen-Jwu Wang
Molecules 2001, 6(6), M230; https://doi.org/10.3390/M230 - 25 May 2001
Cited by 1 | Viewed by 4086
Abstract
2,9-Dichloro-1,10-phenanthroline was prepared by a previously published method [1].[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
102 KiB  
Short Note
(3(5) Phenylpyrazol-5(3)-yl)-2-benzoylmethyl Benzimidazole
by Noureddine Hammou Ahabchane, Joseph Téné Ghomsi and El Mokhtar Essassi
Molecules 2001, 6(6), M231; https://doi.org/10.3390/M231 - 25 May 2001
Viewed by 4074
Abstract
The compound 3, which exists in tautomeric equilibria between enamine (form A) and methylene imine (form B) as schown in scheme 1, was prepared by addition of the 3,3-dimercapto-1-phenyl-prop-2-ene-1-one 2 to 3-N-(2-aminophenylamino)-5-phenylpyrazole 1 [1].[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
65 KiB  
Article
Molecular Polarizability of Sc and C (Fullerene and Graphite) Clusters
by Francisco Torrens
Molecules 2001, 6(6), 496-509; https://doi.org/10.3390/60600496 - 31 May 2001
Cited by 6 | Viewed by 10511 Show Figures

Figure 1

47 KiB  
Article
Reactions of 5-Aroylmethylene-3-benzyl-4-oxo-2-thioxo-1,3-thiazolidines with Nitrile Oxides
by Kamal A. Kandeel and Ahmed S. A. Youssef
Molecules 2001, 6(6), 510-518; https://doi.org/10.3390/60600510 - 31 May 2001
Cited by 11 | Viewed by 7289
Abstract
E,Z-5-Aroylmethylene-3-benzyl-4-oxo-2-thioxo-1,3-thiazolidines (3a-c) react with 4-methoxy and 4-chlorophenylnitrile oxides (4a and b) in pyridine solution to afford one or more of the following compounds: Z-3, Z-2,4-dioxo analogues 5 and 3,6-diaryl-1,4,2,5-dioxadiazines (6a-b). The interconversion route is discussed and the structures of all of the synthesised [...] Read more.
E,Z-5-Aroylmethylene-3-benzyl-4-oxo-2-thioxo-1,3-thiazolidines (3a-c) react with 4-methoxy and 4-chlorophenylnitrile oxides (4a and b) in pyridine solution to afford one or more of the following compounds: Z-3, Z-2,4-dioxo analogues 5 and 3,6-diaryl-1,4,2,5-dioxadiazines (6a-b). The interconversion route is discussed and the structures of all of the synthesised compounds are proven by microanalytical and spectral data. Full article
Show Figures

Figure 1

48 KiB  
Article
Heteroaromatization with 4-Hydroxycoumarin Part II: Synthesis of Some New Pyrano[2,3-d]pyrimidines, [1,2,4]triazolo[1,5-c]pyrimidines and Pyrimido[1,6-b]-[1,2,4]triazine Derivatives
by A. M. El-Agrody, M. S. Abd El-Latif, N. A. El-Hady, A. H. Fakery and A. H. Bedair
Molecules 2001, 6(6), 519-527; https://doi.org/10.3390/60600519 - 31 May 2001
Cited by 175 | Viewed by 12600
Abstract
A variety of novel [1,2,4]triazolo[1,5-c]pyrimidine-13-ones (4a-f) and (5b-d) could be obtained via reaction of 9-amino-7-(4’-chlorophenyl)-8,9-dihydro-8-imino-6H,7H-[1]benzopyrano[3`,4`:5,6]pyrano[2,3-d]pyrimidine-6-one (3) with a variety of reagents. Pyrano[2,3-d]pyrimidine-6-ones 5a, 8a-c and pyrimido[1,6-b][1,2,4]-triazine-3,14-dione (6) were also prepared. The antimicrobial activity of some of the synthesized compounds was tested. Full article
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Scheme 1

47 KiB  
Article
Synthesis of Bis (2,2,6,6-tetramethyl-4-piperidinyl) Maleate
by Fu An Wang, Jiqin Zhu, Jianchi Song, Shengli Zhai and Lei Wang
Molecules 2001, 6(6), 528-532; https://doi.org/10.3390/60600528 - 31 May 2001
Cited by 5 | Viewed by 8364
Abstract
Bis (2,2,6,6-tetramethyl-4-piperidinyl) maleate is a key intermediate for the synthesis of new types of hindered amine light stabilizers (HALS), so new synthetic routes to this compound are desirable. Through an orthogonal design and follow-up single factor experiments optimal reaction conditions were determined for [...] Read more.
Bis (2,2,6,6-tetramethyl-4-piperidinyl) maleate is a key intermediate for the synthesis of new types of hindered amine light stabilizers (HALS), so new synthetic routes to this compound are desirable. Through an orthogonal design and follow-up single factor experiments optimal reaction conditions were determined for synthesizing bis (2,2,6,6-tetramethyl-4-piperidiny) maleate using dimethyl maleate, 2,2,6,6-tetramethyl-4-piperidinol and zeolite supported tetraisopropyl titanate as catalyst. Under the selected conditions, the reaction rate and the yield are high, the selectivity is good, the catalyst can be recycled, and there are fewer wastes. The product was characterized and quantitatively analyzed by elemental analysis, mass spectrometry, infrared spectroscopy, nuclear magnetic resonance spectroscopy and ion suppression chromatography. Full article
37 KiB  
Article
Synthesis of 5-(4-X-Phenyl)-10,15,20-tris(Substituted Phenyl) Porphyrins Using Dipyrromethanes
by Edgardo N. Durantini
Molecules 2001, 6(6), 533-539; https://doi.org/10.3390/60600533 - 31 May 2001
Cited by 13 | Viewed by 8892
Abstract
5-(4-X-Phenyl)-10,15,20-tris(substituted phenyl) porphyrins (4-6) were synthesized from meso-(substituted phenyl) dipyrromethanes (1-3), which in turn were prepared in yields of 75-92 %. This synthetic pathway was compared with the binary mixed aldehyde and pyrrole condensation method. The reported dipyrromethane approach is advantageous for [...] Read more.
5-(4-X-Phenyl)-10,15,20-tris(substituted phenyl) porphyrins (4-6) were synthesized from meso-(substituted phenyl) dipyrromethanes (1-3), which in turn were prepared in yields of 75-92 %. This synthetic pathway was compared with the binary mixed aldehyde and pyrrole condensation method. The reported dipyrromethane approach is advantageous for porphyrins substituted by –OCH3 (4) and -F (6) groups (12-14 %), while the yield of porphyrins bearing –N(CH3)2 (5) groups was similar (~0.3 %) by both methods. Full article
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Figure 1

190 KiB  
Article
Alkylation of Zwitterionic Thiooxalic Acid Derivatives
by Klaus Martens, Anke Scheunemann, Kerstin Drexler, Heinz Dehne, Helmut Reinke and Manfred Michalik
Molecules 2001, 6(6), 540-550; https://doi.org/10.3390/60600540 - 31 May 2001
Cited by 1 | Viewed by 7751
Abstract
The new S-alkyl thiooxal-1-hydrazono-2-amidrazonium halides 2-4 were synthesized by reaction of the corresponding zwitterionic thiooxalic acid derivatives 1 with alkyl halides in methanol. The structures of compounds 4b and 4d were proven by X-ray structural analysis. Both compounds form an interesting intermolecular network [...] Read more.
The new S-alkyl thiooxal-1-hydrazono-2-amidrazonium halides 2-4 were synthesized by reaction of the corresponding zwitterionic thiooxalic acid derivatives 1 with alkyl halides in methanol. The structures of compounds 4b and 4d were proven by X-ray structural analysis. Both compounds form an interesting intermolecular network of hydrogen bonds in the solid state. Full article
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Figure 1

33 KiB  
Article
Photomediated Transformation of Salannin, a Tetranortriterpenoid from Azadirachta indica A. Juss
by Geetha Gopalakrishnan, N. D. Pradeep Singh and V. Kasinath
Molecules 2001, 6(6), 551-556; https://doi.org/10.3390/60600551 - 31 May 2001
Cited by 5 | Viewed by 7622
Abstract
Photolysis of Salannin (1), an important bioactive compound from Azadirachta indica A.Juss (Neem), affords Δ17-isosalanninolide (2), a hitherto unknown compound, along with isosalanninolide (3) and salanninolide (4). A probable mechanism has been suggested. While the mechanism of formation of 2 involves [...] Read more.
Photolysis of Salannin (1), an important bioactive compound from Azadirachta indica A.Juss (Neem), affords Δ17-isosalanninolide (2), a hitherto unknown compound, along with isosalanninolide (3) and salanninolide (4). A probable mechanism has been suggested. While the mechanism of formation of 2 involves both a [4+2] cycloaddition and a [1,3] sigmatropic shift in the furan and D-rings, respectively, formation of 3 and 4 involves the decomposition of an ozonoide-like peroxide intermediate. Full article
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Figure 1

180 KiB  
Article
Regioselectivity of Electrophilic Attack on 4-Methyl-1-thioxo-1,2,4,5-tetrahydro[1,2,4]triazolo[4,3-a]quinazolin-5-one. Part 1: Reactions at the Sulfur Atom
by Walid Fathalla, Michal Čajan and Pavel Pazdera
Molecules 2001, 6(6), 557-573; https://doi.org/10.3390/60600557 - 31 May 2001
Cited by 36 | Viewed by 6927
Abstract
The regioselectivity of the model compound 4-methyl-1-thioxo-1,2,4,5-tetrahydro[1,2,4]triazolo[4,3-a]quinazolin-5-one (3) towards different electrophiles was studied. Compound 3 reacts with alkyl and aryl halides to give the corresponding S-substituted derivatives. The reaction of the model thioamide with acyl halides proceeds by the formation of kinetically controlled [...] Read more.
The regioselectivity of the model compound 4-methyl-1-thioxo-1,2,4,5-tetrahydro[1,2,4]triazolo[4,3-a]quinazolin-5-one (3) towards different electrophiles was studied. Compound 3 reacts with alkyl and aryl halides to give the corresponding S-substituted derivatives. The reaction of the model thioamide with acyl halides proceeds by the formation of kinetically controlled S-acyl derivatives followed by a transacylation reaction to give the N2-acyl derivatives as thermodynamically controlled products. Theoretical DFT computational studies supported the explanation of these results. The synthesized compounds were characterized by FTIR, 1H-NMR, 13C-NMR, and mass spectroscopy. Full article
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Figure 1

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