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  • Organic Chemistry  (3,415)
  • Life and Medical Sciences
  • 1970-1974  (4,604)
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  • 1
    Electronic Resource
    Electronic Resource
    Mehrkernige Thiophene, VIII1) Trypanocide Diamidine des 2-Phenyl-thionaphthens (1970)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 734 (1970), S. 23-45 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Polynuclear Thiophenes, VIII1). Trypanocidal Diamidines of 2-Phenyl-thionaphtheneThe diamidines of 2-phenyl-thionaphthene with the amidino groups in the positions 4′, 6 (7), 4′,5 (19e), 3′.6 (12g) and 3′,5 (14g) are synthesized. The 1.1-dioxides 20b and 22b of the 4′,6-and of the 4′,5-diamidines are also prepared as well as the corresponding 1,1-dioxides hydrogenated in 2,3-position (21b, 23b). - Both the 4′,6- and the 4′,5-diamidine exhibit in mice a general and outstanding trypanocidal activity which culminates for the 4′,6-compound 7 in the highest activity against T. gambiense.
    Notes: Die Diamidine des 2-Phenyl-thionaphthens mit den Amidinogruppen in 4′.6-(7), 4′.5-(19e), 3′.6-(12g) und 3′.5-Stellung (14g) werden synthetisiert. Vom 4′.6- und vom 4′.5-Diamidin werden die 1.1-Dioxide (20b, 22b) sowie deren 2.3-Dihydro-Derivate (21b, 23b) hergestellt. - Das 4′.6- und das 4′.5-Diamidin zeigen im Mäuseversuch ein ausgezeichnetes trypanocides Wirkungsspektrum (Tab. 1), worin die 4′.6-Verbindung 7 die höchste Wirksamkeit gegen T. gambiense aufweist.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.19707340104
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  • 2
    Electronic Resource
    Electronic Resource
    Umsetzungen von Phenyl-pyridyl-(2)-glyoxalen mit Hydrazinen (1970)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 734 (1970), S. 56-69 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Reactions of Phenyl-pyridyl-(2)-glyoxals with HydrazinesThe glyoxals 6 are prepared from 2-phenacylpyridine, 6-methylpyridine and -quinoline (1a-c). Reaction of 6 with hydrazine gives the isomeric monohydrazones 5 and 9 (R″=H). The compounds 5 (R″=H) can be dehydrogenated to the diazo ketones 4, the compounds 9 give the vic-triazolo[1.5-a]pyridines 8, respectively. Analogous compounds are obtained from the glyoxals 6 and tosylhydrazine. They can also be transformed to 4 and 8. The tosylhydrazones 11 (from the compounds 8) do not yield diazo ketones. Hydrazine reduces the compounds 8 to the carbinols 12, whereas aniline transforms 8 by “trans-cyclisation” into the 1.2.3.-triazoles 13. - The isonitroso ketone 14 and the azo-coupling product 15 are prepared from 1a and reduced catalytically to the amino ketone 16. The last reacts with nitrous acid to 8a. Benzyl 2-pyridylketone (18) can be transformed to the isonitroso ketone 20 and the azo-coupling product 22. The catalytic reduction of these compounds however does not lead to the amino ketone 21.
    Notes: Aus 2-Phenacyl-pyridin, -6-methyl-pyridin und -chinolin (1a, b bzw. c) werden die Glyoxale 6 hergestellt. Diese liefern mit Hydrazin die isomeren Monohydrazone 5 und 9 (R″=H). Dehydrierung der Verbindungen 5 (R″=H) ergibt Diazoketone (4), diejenige der Verbindungen 9 v-Triazolo[1.5-a]pyridine 8. Analoge Produkte wurden aus den Glyoxalen 6 mit Tosylhydrazin erhalten und zu 4 und 8 umgewandelt. Die Tosylhydrazone 11 (aus den Verbindungen 8) lassen sich nicht in Diazoketone umwandeln. Mit Hydrazin werden die Triazolopyridine 8 zu den Carbinolen 12 reduziert, mit Anilin unter „Umcyclisierung“ in 1.2.3-Triazole 13 umgewandelt. - Aus 2-Phenacyl-pyridin (1a) werden das Isonitrosoketon 14 und das Azokupplungsprodukt 15 hergestellt, die sich katalytisch zum Aminoketon 16 reduzieren lassen. Aus 16 entsteht mit salpetriger Säure wieder 8a. Benzyl-[pyridyl-(2)]-keton (18) ist in das Isonitrosoketon 20 und das Azokupplungsprodukt 22 umwandelbar, die bei der katalytischen Reduktion jedoch nicht das Aminoketon 21 liefern.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.19707340106
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  • 3
    Electronic Resource
    Electronic Resource
    Sterische Wechselwirkungen im Innern cyclischer Verbindungen, XIII1) Naphthalinophane2) (1970)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 734 (1970), S. 102-105 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Steric Interactions of Inner Atoms in Cyclic Compounds XIII1). Naphthalenophanes2)The preparation of the naphthalenophanes 1 and 3 is described. Based on the NMR spectra conclusions concerning structure and conformational mobility are drawn.
    Notes: Die Darstellung der Naphthalinophane 1 und 3 wird beschrieben. Aus der Protonen-Resonanz werden Rückschlüsse auf Struktur und konformative Beweglichkeit gezogen.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.19707340110
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  • 4
    Electronic Resource
    Electronic Resource
    Arthropoden-Abwehrstoffe, XLV1) Aufklärung des gelben Pygidialwehrdrüsen-Farbstoffes des Gelbrandkäfers (Dytiscus marginalis) (1970)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 734 (1970), S. 116-125 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Arthropod Protective Substances, XLV1). Elucidation of the Pygidial Bladders Colouring Substance from the Great Dizing Beetle (Dytiscus marginalis)4,5 mg pure marginalin from the defense pygidial bladders of 200 water beetles (D. marginalis) are isolated by chromatography and sublimation. Its structure is established as 4′,5-dihydroxy-benzalisocumaranone (4) on the basis of absorption-, and NMR spectroscopy, mass spectrometric analysis, hydrogenation, zinc dust distillation, and finally by synthesis.
    Notes: Aus den Pygidialwehrblasen von 200 Gelbrandkäfern (D. marginalis) werden durch Chromatographie und Sublimation 4.5 mg reines Marginalin isoliert, dessen Struktur durch absorptionsspektroskopische Methoden, massenspektrometrische Analyse, Hydrierung, Zinkstaub-Destillation und durch das Kernresonanzspektrum ermittelt wird. Marginalin ist, auch durch Synthese bestätigt, 4′.5-Dihydroxy-benzalisocumaranon (4).
    Additional Material: 6 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.19707340112
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  • 5
    Electronic Resource
    Electronic Resource
    Konformationsanalyse von Aldosen mit Circulardichroismus (1970)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 734 (1970), S. 126-135 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Conformational Analysis of Aldoses by Means of Circular DichroismMolybdate complexes of sugars are suitable for conformational analysis by circular dichroism. A recently postulated rule was found to be correct for several rare pyranose-aldehyde-sugars. If one pyranose conformation of a sugar has three hydroxyl groups on its first three carbon atoms in axial/equatorial/axial cis-position, then its molybdate complex shows between 220 to 350nm three or four Cotton effects. If the hydroxyl groups on the carbon atoms two and three are in trans-position, the molybdate complexes of hexose and pentose aldehyde sugars have only two Cotton effects of opposite sign.
    Notes: Molybdat-Komplexe von Zuckern eignen sich zur Konformationsanalyse mit Circulardichroismus. Früher aufgestellte Regeln konnten an einigen seltenen Pyranose-Aldehyd-Zuckern bestätigt werden. Besitzt eine Konformation drei cis-ständige Hydroxylgruppen in axialer/äquatorialer/axialer cis-Position an C-1 bis C-3 des Pyranose-Rings, so zeigt deren Molybdat-Komplex 3 oder 4 Cotton-Effekte im Bereich von 220-350nm. Sind die Hydroxylgruppen an C-2 und C-3 trans-ständig, dann haben die Molybdat-Komplexe der Pentose- und Hexose-Aldehyd-Zucker nur zwei Banden entgegengesetzten Vorzeichens.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.19707340113
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  • 6
    Electronic Resource
    Electronic Resource
    Hochtemperatur-Chlorierung cyanalkylierter sekundärer Amine, I. Cyanäthyliertes Pyrrolidin, Piperidin und Hexamethylenimin (1970)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 731 (1970), S. 45-52 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: High Temperature Chlorination of Cyanoalkylated Secondary Amines, I. Cyanoethylated Pyrrolidine, Piperidine, and HexamethyleneimineChlorination of the cyanoethylated amines 7 and 28 at temperatures up to approximately 150° and the subsequent heating in a high vacuum yields the perchlorinated, conjugated bicyclic compounds 8 and 29. Chlorination of 7 at about 200° results in the formation of the pyrimidines 13 and 14. Cyanoethylated piperidine 15 yields the acylated derivatives 16, 23, 24, and 25 of the 6-amino-2.3.4.5-tetrachloropyridine (18) when chlorinated at 150-300°.
    Notes: Chlorierung der cyanäthylierten Amine 7 und 28 bei ≦ 150° und anschließendes Erhitzen im Hochvakuum liefert die perchlorierten, durchlaufend konjugierten Bicyclen 8 und 29. Durch Chlorieren von 7 bei ≦200° erhält man die Pyrimidine 13 und 14. Cyanäthyliertes Piperidin 15 ergibt durch Chlorieren zwischen 150 und 300° die acylierten Derivate 16, 23, 24 und 25 des 2.3.4.5-Tetrachlor-6-amino-pyridins (18).
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.19707310107
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  • 7
    Electronic Resource
    Electronic Resource
    Über Gifte der mittelmeerischen Holothurien, II1) Die Aglyka der Toxine von Holothuria polii (1970)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 731 (1970), S. 53-57 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: On the Toxins of Mediterranean Holothuriae, II1). The Aglycones of the Toxins of Holothuria poliiSix aglycones have been isolated from the toxins of the skin of Holothuria polii (Delle Chiaje) and their structures elucidated by means of spectroscopic data. The 22-O substituted compounds 1-3 have already been detected in other Holothurioideae. The remaining, as yet unknown, compounds, are holothurinogenin (4), 25-methoxyholothurinogenin (5), and 17-deoxy-25-methoxyholothurinogenin (6).  -  The hitherto unknown configuration at C-20 could be deduced from NMR-data.
    Notes: Aus den in der Haut von Holothuria polii (Delle Chiaje) enthaltenen Toxinen werden sechs Aglyka isoliert und auf spektroskopischem Wege in ihrer Struktur aufgeklärt. Die 22-O-substituierten Komponenten 1-3 waren bereits von anderen Holothurioideen her bekannt. Bei den bislang unbekannten Substanzen handelt es sich um Holothurinogenin (4), 25-Methoxy-holothurinogenin (5) und 17-Desoxy-25-methoxy-holothurinogenin (6).  -  Aus NMR-Daten ist die bisher ungeklärte Konfiguration an C-20 abgeleitet worden.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.19707310108
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  • 8
    Electronic Resource
    Electronic Resource
    Ring/Ketten-Tautomerie bei 1.3.4-Thiadiazolidin-thionen-(2) und Δ2-1.3.4-Thiadiazolinen (1970)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 731 (1970), S. 142-151 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Ring/Chain Tautomerism of 1,3,4-Thiadiazolidine-2-thiones and Δ2-1,3,4-ThiadiazolinesNMR spectroscopic and chemical investigations prove that compounds hitherto considered to be 1,3,4-thiadiazolidine-2-thiones 1 are, in solution, in a tautomeric equilibrium with their “hydrazone form” 12; in alkaline medium, the equilibrium is entirely shifted to the “hydrazone salt form” 13. Conversely, compounds of the type 16 which have so far been considered linear may also be present in the form of tautomeric Δ2-1,3,4-thiadiazolines 18.
    Notes: Durch NMR-spektroskopische und chemische Untersuchungen wird nachgewiesen, daß bisher als 1.3.4-Thiadiazolidin-thione-(2) 1 angesehene Verbindungen in Lösung mit ihrer „Hydrazon-Form“ 12 in einem Tautomerie-Gleichgewicht stehen, welches in alkalischem Milieu vollständig zur „Hydrazonsalz-Form“ 13 verschoben ist. Umgekehrt können bisher als linear aufgefaßte Verbindungen vom Typ 16 auch in Form tautomerer Δ21.3.4-Thiadiazoline 18 vorliegen.
    Additional Material: 4 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.19707310116
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  • 9
    Electronic Resource
    Electronic Resource
    Eine vereinfachte Synthese von N-Hydroxy-thioharnstoffen (1970)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 731 (1970), S. 171-173 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: A Simplified Synthesis of N-HydroxythioureasReaction of cyclohexyl- and aromatic hydroxylamines with carbon disulfide furnishes N-hydroxythioureas (2).
    Notes: Die Umsetzung von Cyclohexyl- und aromatischen Hydroxylaminen mit Schwefelkohlenstoff führt zu N-Hydroxy-thioharnstoffen (2).
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.19707310119
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  • 10
    Electronic Resource
    Electronic Resource
    Chemie nucleophiler Carbene, XVIII1) 1.3.4.5-Tetraphenyl-imidazoliumperchlorat (1970)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 731 (1970), S. 176-179 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Chemistry of Nucleophilic Carbenes, XVIII1). 1,3,4,5-Tetraphenylimidazolium perchlorateThe synthesis of 1,3,4,5-tetraphenylimidazolium perchlorate (2a) and its reaction with potassium-tert.-butoxide to benzildianil (6) are described.
    Notes: Die Darstellung des 1.3.4.5-Tetraphenyl-imidazoliumperchlorats (2a) und seine Umsetzung mit Kalium-tert.-butylat zu Benzildianil (6) werden beschrieben.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.19707310121
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