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Molecules, Volume 4, Issue 10 (October 1999) – 20 articles , Pages 264-319, Articles M103-M115

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9 KiB  
Book Review
The Weak Hydrogen Bond: Applications to Structural Chemistry and Biology(International Union of Crystallography Monographs on Crystallography, 9). By Gautam R. Desiraju
by Shu-Kun Lin
Molecules 1999, 4(10), 318-319; https://doi.org/10.3390/41000318 - 31 Oct 1999
Cited by 85 | Viewed by 5074
Abstract
This book is an important monograph for those working on the related structural chemistry of the weak hydrogen bond.[...] Full article
6 KiB  
Book Review
Organic Chemistry: Structure and Function. By K. Peter C. Vollhardt
by Luc Patiny
Molecules 1999, 4(10), 316-317; https://doi.org/10.3390/41000316 - 31 Oct 1999
Cited by 85 | Viewed by 8150
Abstract
Teaching organic chemistry is a challenging task and tools which allow students to understand what is happening during an organic reaction are really difficult to find.[...] Full article
31 KiB  
Article
Trimethylcyanosilane as a Convenient Reagent for the Preparation of Trimethylsilyl Enol Ethers of 1,3-Diketones
by Jin-Cong Zhuo
Molecules 1999, 4(10), 310-315; https://doi.org/10.3390/41000310 - 10 Oct 1999
Cited by 85 | Viewed by 5605
Abstract
Trimethylsilyl enol ethers of 1,3-diketones are generated “in situ” or obtained in high isolated yield by the reaction of 1,3-diketones with trimethylcyanosilane in various solvents such as cyclohexane, hexane, benzene, methylene chloride, chloroform, carbon tetrachloride, and acetonitrile. Full article
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Scheme 1

94 KiB  
Short Note
3,5-Bis[5-(4-tert-butylphenyl)-1,3,4-oxadiazol-2-yl]benzenamine
by Frank Osterod and Arno Kraft
Molecules 1999, 4(10), M115; https://doi.org/10.3390/M115 - 08 Oct 1999
Viewed by 2722
Abstract
The reduction was carried out as described in reference [1] by using a mixture of sulfur (7.10 g, 0.22 mol), Na2S — 9 H2O (240 g, 0.22 mol), water (140 mL) and pyridine (20 mL).[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
92 KiB  
Short Note
3,5-Bis[5-(4-tert-butylphenyl)-1,3,4-oxadiazol-2-yl]nitrobenzene
by Frank Osterod and Arno Kraft
Molecules 1999, 4(10), M114; https://doi.org/10.3390/M114 - 08 Oct 1999
Viewed by 2870
Abstract
A solution of 5-nitroisophthaloyl dichloride (1) [1] (3.92 g, 15.8 mmol) and 4-tert-butylbenzhydrazide (2) [2] (6.08 g, 31.6 mmol) in CHCl3 (70 mL) was heated to reflux for 12 h.[...] Full article
85 KiB  
Short Note
4,5-Dimethoxy-2-nitrobenzhydrol
by Sergey K. Smirnov, Tat'yana A. Stroganova and Alexander V. Butin
Molecules 1999, 4(10), M113; https://doi.org/10.3390/M113 - 08 Oct 1999
Viewed by 3269
Abstract
The general part of the experimental section [1] has been presented elsewhere. To a boiling solution of 4,5-dimethoxy-4-nitrobenzophenone (10.0 g, 35 mmol) in ethanol (85 ml), NaBH4 (0.61 g) was added gradually. Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
85 KiB  
Short Note
1-(4,5-Dimethoxy-2-nitrophenyl)ethanol
by Dmitrij S. Zavgorodniy, Tat'yana A. Stroganova and Alexander V. Butin
Molecules 1999, 4(10), M112; https://doi.org/10.3390/M112 - 08 Oct 1999
Viewed by 2870
Abstract
The general part of the experimental section [1] has been presented elsewhere.[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
84 KiB  
Short Note
4,5-Dimethoxy-2-nitroacetophenone
by Dmitrij S. Zavgorodniy, Alexander V. Butin and Tat'yana A. Stroganova
Molecules 1999, 4(10), M111; https://doi.org/10.3390/M111 - 08 Oct 1999
Cited by 1 | Viewed by 2959
Abstract
The general part of the experimental section [1] has been presented elsewhere.[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
85 KiB  
Short Note
4,5-Dimethoxy-2-nitrobenzophenone
by Sergey K. Smirnov, Alexander V. Butin and Tat'yana A. Stroganova
Molecules 1999, 4(10), M110; https://doi.org/10.3390/M110 - 08 Oct 1999
Viewed by 2900
Abstract
The general part of the experimental section [1] has been presented elsewhere.[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
91 KiB  
Short Note
4-[5-(4-methylphenyl)-2-furfuryl]iden-2-butenolide
by Lyudmila N. Sorotskaya, Larisa A. Badovskaya, Tatyana Ya. Kaklyuginac and Aryan Younessi
Molecules 1999, 4(10), M109; https://doi.org/10.3390/M109 - 08 Oct 1999
Viewed by 3070
Abstract
The general part of the experimental section [1] has been presented elsewhere.[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
92 KiB  
Short Note
4-(2,4-Dimethoxybenzyliden)-2-butenolide
by Lyudmila N. Sorotskaya, Tatyana Ya. Kaklyugina and Larisa A. Badovskaya
Molecules 1999, 4(10), M108; https://doi.org/10.3390/M108 - 08 Oct 1999
Cited by 1 | Viewed by 2620
Abstract
The general part of the experimental section [1] has been presented elsewhere.[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
91 KiB  
Short Note
N-(3-Phenyl-2-propinoyl)benzamide
by Dieter Hubmann and Urs Séquin
Molecules 1999, 4(10), M107; https://doi.org/10.3390/M107 - 08 Oct 1999
Viewed by 2805
Abstract
During the synthesis of a series of carboximides using acyl isocyanates [1], the title compound 3 was synthesised as a model compound from benzoyl isocyanate (1) and lithium phenylacetylide (2).[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
94 KiB  
Short Note
Ethyl N-(3-Phenyl-2-propynoyl)carbamate
by Dieter Hubmann and Urs Séquin
Molecules 1999, 4(10), M106; https://doi.org/10.3390/M106 - 08 Oct 1999
Viewed by 2406
Abstract
During the synthesis of a series of carboximides using acyl isocyanates [1], the title compound 3 was synthesised in a model reaction from 3-phenyl-2-propynoyl isocyanate (2) and ethanol. Isocyanate 2 was generated in situ from the corresponding carboxamide (1) [...] Read more.
During the synthesis of a series of carboximides using acyl isocyanates [1], the title compound 3 was synthesised in a model reaction from 3-phenyl-2-propynoyl isocyanate (2) and ethanol. Isocyanate 2 was generated in situ from the corresponding carboxamide (1) with oxalyl chloride [2].[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
92 KiB  
Short Note
2-Amino-4,10-dimethylpyrrolo[3,4-b]carbazole-1,3(2H,5H)-dione
by Norbert Haider and Richard Wanko
Molecules 1999, 4(10), M105; https://doi.org/10.3390/M105 - 08 Oct 1999
Cited by 3 | Viewed by 2600
Abstract
The general part of the experimental section [1] was presented elsewhere.[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
88 KiB  
Short Note
Synthesis of (4R,5R)-2-Ethoxy-4,5-bis[(1-methoxy-1-methyl)ethyl]-1,3-dioxolane
by Luc Patiny
Molecules 1999, 4(10), M104; https://doi.org/10.3390/M104 - 08 Oct 1999
Cited by 2 | Viewed by 2381
Abstract
The title compound was prepared from 5 g (89 mmol, 1 eq) of (3R,4R)-2,5-dimethoxy-2,5-dimethyl- 3,4-hexanediol [1], 4.4 ml (3.95 g, 27 mmol, 1.1 eq) of triethyl orthoformate, 0.05 g (0.25 mmol, 0.01 eq) of p-toluenesulfonic acid monohydrate in 35 ml of cyclohexane under [...] Read more.
The title compound was prepared from 5 g (89 mmol, 1 eq) of (3R,4R)-2,5-dimethoxy-2,5-dimethyl- 3,4-hexanediol [1], 4.4 ml (3.95 g, 27 mmol, 1.1 eq) of triethyl orthoformate, 0.05 g (0.25 mmol, 0.01 eq) of p-toluenesulfonic acid monohydrate in 35 ml of cyclohexane under inert atmosphere.[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
91 KiB  
Short Note
4-Carboxylphenyl Methylphosphonate
by Jianhua Yu, Dejun Ma, Qibin Huang, Yufeng Jia and Yundu Deng
Molecules 1999, 4(10), M103; https://doi.org/10.3390/M103 - 08 Oct 1999
Cited by 2 | Viewed by 2905
Abstract
Methylphosphonic acid monoesters have been explored for many different purposes [1, 2].[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
136 KiB  
Article
Synthesis of N-7-Substituted Purines from Imidazole Precursors
by Stanislaw Ostrowski
Molecules 1999, 4(10), 287-309; https://doi.org/10.3390/41000287 - 25 Sep 1999
Cited by 85 | Viewed by 7995
Abstract
Synthesis of purines and purine mono-1-oxides from the respective 5-substituted 4-nitroimidazole derivatives is described. The commercially available 4-nitroimidazole, in a few simple steps (including Vicarious Nucleophilic Substitution of Hydrogen), was transformed into: 4-aminoimidazoyl-5-carboximes, N-[1-(4-amino-1H-imidazol-5-yl)methylidene]-N-(aryl)amine derivatives or into 4-amino-5-aminomethyl-imidazole. [...] Read more.
Synthesis of purines and purine mono-1-oxides from the respective 5-substituted 4-nitroimidazole derivatives is described. The commercially available 4-nitroimidazole, in a few simple steps (including Vicarious Nucleophilic Substitution of Hydrogen), was transformed into: 4-aminoimidazoyl-5-carboximes, N-[1-(4-amino-1H-imidazol-5-yl)methylidene]-N-(aryl)amine derivatives or into 4-amino-5-aminomethyl-imidazole. These intermediates were cyclized to the final products. Full article
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Figure 1

46 KiB  
Article
Synthetical Application of Alkyl 2-isothiocyanatocarboxylates. A Simple Synthesis of 5-Substituted-3-amino-2-thioxo-4-imidazolidinones (3-Amino-2-thiohydantoins)
by Lubomir Floch, Vladimir Oremus and Martin Kovac
Molecules 1999, 4(10), 279-286; https://doi.org/10.3390/41000279 - 22 Sep 1999
Cited by 85 | Viewed by 6178
Abstract
The title 3-amino-2-thiohydantoins 3 has been prepared in very good yields by the reaction of alkyl isothiocynatocarboxylates 1 with hydrazine hydrate.The synthesis of starting isothiocyanates as well as spectral data of 3-aminothiohydantoins and alkyl isothiocyanatocarboxylates has been presented. Full article
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Scheme 1

42 KiB  
Article
Stereoselective Transformation of Cyclodecene-1,4-dione Systems, Derived from Steroids, to the Corresponding spiro-γ-lactones. A Semiempirical MO Study
by Ljubinka Lorenc, Vladimir Pavlovich, Ivan Juranich, Mihailo Lj. Mihailovich, Lidija Bondarenko- Gheorghiu, Natalija Krstich and Milan Dabovich
Molecules 1999, 4(10), 272-278; https://doi.org/10.3390/41000272 - 12 Sep 1999
Cited by 85 | Viewed by 8568
Abstract
The thermal and acid-catalyzed intramolecular rearrangement of the (Z)- and (E)-cyclodecene-1,4-dione compounds deriving from steroids, 2a,b and 3a,b, respectively, proceeds stereoselectively to give the corresponding configurationally different spiro-γ-lactone derivatives, the (5R,9R)-isomers 4a,b (from the (Z)-cyclodecenediones 2a,b) and the (5R,9S)-isomers 5a,b (from the (E)-cyclodecenediones [...] Read more.
The thermal and acid-catalyzed intramolecular rearrangement of the (Z)- and (E)-cyclodecene-1,4-dione compounds deriving from steroids, 2a,b and 3a,b, respectively, proceeds stereoselectively to give the corresponding configurationally different spiro-γ-lactone derivatives, the (5R,9R)-isomers 4a,b (from the (Z)-cyclodecenediones 2a,b) and the (5R,9S)-isomers 5a,b (from the (E)-cyclodecenediones 3a,b). The semiempirical MNDOAM1 and PM3 molecular orbital methods were applied to elucidate the possible mechanistic pathway of the observed intramolecular process leading to the spiro-γ-lactone structures. Full article
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Figure 1

74 KiB  
Article
Fluorescent 2,7-Dialkylamino-[1,8]-Naphthyridines: Preparation and Spectroscopic Properties
by Christoph Hoock, Jörg Reichert and M. Schmidtke
Molecules 1999, 4(10), 264-271; https://doi.org/10.3390/41000264 - 06 Sep 1999
Cited by 85 | Viewed by 6446
Abstract
Substitution of 4-methyl-[1,8]-naphthyridine in 2 and 7 position by alkylamines leads to highly fluorescent compounds. The arrangement of hydrogen donor and acceptor groups of these naphthyridines allows interactions with guanine and guanine cytosine base pairs. The described synthesis offers easy access to these [...] Read more.
Substitution of 4-methyl-[1,8]-naphthyridine in 2 and 7 position by alkylamines leads to highly fluorescent compounds. The arrangement of hydrogen donor and acceptor groups of these naphthyridines allows interactions with guanine and guanine cytosine base pairs. The described synthesis offers easy access to these small and stable fluorescent probes. Full article
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Figure 1

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