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  • 1970-1974  (23)
  • Chemistry  (23)
  • General Chemistry  (3)
  • Lactones
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  • 1
    Electronic Resource
    Electronic Resource
    Reaktionen mit Halogenwasserstoffaddukten der Nitrile, IV Zur Struktur von 6-Chlor-pyridonen-(2) (1970)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 103 (1970), S. 398-406 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Reactions with Hydrogen Halide Adducts of Nitriles, IV The Structure of 6-Chloro-2 pyridonesThe Structure of 6-Chloro-2-pyridones in solid state and in solution is investigated by molecular weight determinations and i.r., n. m. r., and u.v.-spectra.Concentrated solutions of the pyridones in chloroform contain mainly dimers. The i.r.-spectra show that in the solid state the substances are present in the pyridone form. In solution monomeric 6-chloro-2-pyridones are in equilibrium with appreciable amounts of their hydroxy tautomers. The position of the equilibrium depends strongly on the solvent.
    Notes: Die Struktur von 6-Chlor-pyridonen-(2) wird mit Hilfe von Molekular-gewichtsbestimmungen, IR-, NMR- und UV-Spektren untersucht. Konzentrierte Lösungen der Pyridone in Chloroform enthalten vorwiegend Dimere. IR-Spektren zeigen im kristallinen Zustand die Lactamstruktur an. Monomere 6-Chlor-pyridone-(2) stehen mit 6-Chlor-2-hydroxy-pyridinen im Gleichgewicht. Die Lage des Gleichgewichts ist stark lösungsmittelabhängig.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19701030210
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  • 2
    Electronic Resource
    Electronic Resource
    Reaktionen mit Halogenwasserstoffaddukten der Nitrile, V Synthese von Derivaten des 3.4-Dihydro-pyridins (1970)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 103 (1970), S. 407-412 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Reactions with Hydrogen Halide Adducts of Nitriles, V Synthesis of 3,4-Dihydropyridines6-Chloro-5-aryl-3,4-dihydro-2-pyridones (6-9) are obtained by reaction of 4-aryl-4-cyanobutyryl chlorides (1-4) with hydrogen chloride in p-dioxane. The cyclisation reactions are only possible if α-chloro-enamines can be formed as intermediates.
    Notes: 4-Aryl-4-cyan-butyrylchloride (1-4) cyclisieren in Gegenwart von Chlorwasserstoff zu 6-Chlor-5-aryl-3.4-dihydro-pyridonen-(2) (6-9). Die Ringschlußreaktion erfolgt nur dann, wenn intermediär α-Chlor-enamine gebildet werden können.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19701030211
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  • 3
    Electronic Resource
    Electronic Resource
    Reaktionen mit Halogenwasserstoffaddukten der Nitrile, III Ein neue Pyridinsynthese (1970)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 103 (1970), S. 389-397 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Reactions with Hydrogen Halide Adducts of Nitriles, III. New Synthesis of PyridinesThe reactions of unsaturated γ-cyanocarboxylic acid chlorides (3, 6, 9, 12) with hydrogen chloride in aliphatic ethers yield 6-chloro-2-pyridones (13-16). In order to study the structure of these compounds, they were converted to 6-chloro-2-methoxypyridines 20-23 and 6-chloro-l-methyl-2 pyridones 24-27.
    Notes: Die Reaktion von ungesättigten γ-Cyan-carbonsäurechloriden (3, 6, 9, 12) mit Chlorwasserstoff führt zu 6-Chlor-Pyridonen-(2) (13-16). Diese werden in die für Strukturuntersuchungen erforderlichen 6-Chlor-2-methoxy-pyridine 20-23 und 6-Chlor-l-methyl-pyridone-(2) 24-27 übergeführt.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19701030209
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  • 4
    Electronic Resource
    Electronic Resource
    Orthoamide, XXVI. Synthese und Reaktionen von 1,2- Bis(dialkylamino)äthylenen (1974)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 107 (1974), S. 1545-1554 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Orthoamides, XXVI. Synthesis and Reactions of 1,2-Bis(dialkylamino)ethylenesCH-active dimethylaminomethylene compounds react with the aminal tert-butyl ester 2 to give 1,2-bis(dimethylamino)ethylenes (3). Reanimation of 3 takes place only in the presence of an acid catalyst and only at the 2-dimethylamino group. 1-Benzoyl- (3a), 1-cyano-(3d), and 1-ethoxycarbonyl-1,2-bis(dimethylamino)ethylene (3e) undergo cyclization with amidines, guanidine, or thiourea to give the corresponding 5-dimethylaminopyrimidines (9a - f, 11) and with hydrazine to yield 4- dimethylamino-3-phenylpyrazole (10).
    Notes: CH2-aktive Dimethylaminomethylen-Verbindungen bilden mit dem Aminal-tert-butylester 2, 1,2-Bis(dimethylamino)äthylene 3. Eine Umaminierung von 3 erfolgt nur an der 2-Dimethyl-amino-Gruppe unter saurer Katalyse. 1-Benzoyl- (3a), 1-Cyan- (3d) und 1-Äthoxycarbonyl-1,2-bis(dimethylamino)äthylen (3e) reagieren mit Amidinen, Guanidin sowie Thioharnstoff unter Ringschluß zu den entsprechenden 5-Dimethylaminopyrimidinen (9a - f, 11), mit Hydrazin entsteht 4-Dimethylamino-3-phenylpyrazol (10).
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19741070515
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  • 5
    Electronic Resource
    Electronic Resource
    Neue Synthese des Chinazolinsystems (1970)
    Weinheim : Wiley-Blackwell
    Zeitschrift für die chemische Industrie 82 (1970), S. 548-549 
    Details
    ISSN: 0044-8249
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/ange.19700821406
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  • 6
    Electronic Resource
    Electronic Resource
    Orthoamide, XIII Untersuchungen zum Reaktionsmechanismus der elektrophilen Substitution des Formyl-H-Atoms bei Orthoameisensäureamid-Derivaten (1970)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 103 (1970), S. 256-264 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Orthoamides, XIII Studies on the Mechanism of Electrophilic Substitution of the Formyl-H Atom in Ortho Formic Acid AmidesOrtho formic acid amides and N-halogen carboxylic acid amides, halogen ureas or N-chloro urethanes primarily react to give adducts; these form ylides in the presence of bases. The ylides react by an intramolecular SE1- or SNi-mechanism to give O,N-acetals of the corresponding acyl isocyanates (isoureas).
    Notes: Bei der Umsetzung von Orthoamiden mit N-Halogen-carbonsäureamiden, -harnstoffen und N-Chlor-urethan wurden Primär-Addukte nachgewiesen. Diese bilden in Gegenwart von Basen Ylide, welche über einen intramolekularen SE1- oder SNi-Mechanismus C-N-Knüpfung eingehen unter Bildung von O.N-Acetalen der entsprechenden Acylisocyanate (Isoharnstoffe).
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19701030133
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  • 7
    Electronic Resource
    Electronic Resource
    Orthoamide, XVIII Umsetzungen eines Aminalesters mit Carbonsäure- und Thiocarbonsäureamiden und -estern (1971)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 104 (1971), S. 2709-2726 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Orthoamides, XVIII Reaction of an Aminalester with Carboxylic and Thiocarboxylic Acid Amides or EstersAt room temperature, bis(dimethylamino)-tert-butoxymethane (1) reacts with carboxamides and thiocarboxamides at the amino group; at higher temperatures, further formylation takes place at the α-CH2 group. Esters of carboxylic and thiocarboxylic acids also react at the α-CH2 group.
    Notes: Carbonsäure- und Thiocarbonsäureamide reagieren mit Bis-dimethylamino-tert.-butyloxymethan (1) an der NH2-Gruppe, bei höherer Temperatur auch an der α-CH2-Gruppe unter Formylierung. Ebenfalls an der α-CH2-Gruppe erfolgt die Reaktion bei Carbonsäure- und Thiocarbonsäureestern.
    Additional Material: 9 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19711040909
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  • 8
    Electronic Resource
    Electronic Resource
    Orthoamide, XXIV. Synthese und Reaktionen von Amidthioacetalen und Aminalthioestern (1973)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 106 (1973), S. 3725-3731 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Orthoamides, XXIV. Synthesis and Reactions of Amide Thioacetals and Aminal ThioestersThe amide thioacetals 2 are obtained by reaction of the N,N-dimethylformamide dimethyl sulfate adduct 1 with sodium thiolates or by treatment of N,N-dimethylformamide diethyl acetal (3) with alkanthiols. Aminal thioesters 11 are formed by reaction of tetramethylformamidinium methyl sulfate (10) with alkali alkanethiolates or by treatment of aminal-tert-butylester 12 with alkanethiols. The compounds have properties similar to those of their oxygen homologues.
    Notes: Amidthioacetale 2 erhält man aus dem N,N-Dimethylformamid-Dimethylsulfat-Addukt 1 und Natriumthiolaten oder aus N,N-Dimethylformamid-diäthylacetal (3) und Alkanthiolen, Aminalthioester 11 aus Tetramethylformamidinium-methylsulfat (10) und Alkali-alkanthiolaten oder aus dem Aminal-tert-butylester 12 und Alkanthiolen. Die Verbindungen zeigen ähnliche Eigenschaften wie ihre Sauerstoff-Homologen.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19731061131
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  • 9
    Electronic Resource
    Electronic Resource
    Orthoamid, XIV. Über die Umsetzung von p-Tolyl- und Anisaldehyd mit einem Aminal-tert.-butylester zu [1.2-Bis-dimethylamino-vinyl]-aryl-ketonen (1970)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 103 (1970), S. 2980-2983 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Orthoamides, XIV. On the Reaction of p-Tolyl- and Anisaldehyde with Formic Acid Bis(dimethylaminal) tert-Butyl Ester to [1,2-Bis(dimethylamino)vinyl]-aryl Ketones (4, 5). The reaction is supposed to proceed via bis(dimethylamino)methyl aryl ketone (A, which undergoes disproportionation in a kind of Cannizzaro reaction to yield dimethylaminomethyl aryl ketone 6, isolated as an intermediate.
    Notes: Aus tert-Tolyl(1) bzw. Anisaldehyd (2) entstehen mit Bis-dimethylamino-tert-. butyloxy-methan (3) [1.2-Bis-dimethylamino-vinyl]-aryl-aryl-ketone (4, 5). Ihre Bildung wird über ein intermediäres Bis-dimethylaminomethyl-aryl-keton (A gedeutet, das in einer Art Cannizzaro-Reaktion u.a. das als Zwischenprodukt isolierte Dimethylaminomethyl-aryl-keton 6 ergibt.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19701030935
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  • 10
    Electronic Resource
    Electronic Resource
    Orthoamide, XV. Über die Umsetzung von Bis-dimethylamino-tert.-butyloxy-methan mit Azinen zu Ketenaminalen und Endiaminen (1971)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 104 (1971), S. 792-801 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Orthoamides, XV. Formation of Ketene Aminals and Enediamines by Reaction of Bis(dimethylamino)-tert-butoxymethane with AzinesThe reaction of bis(dimethylamino)-tert-butoxymethane (2) with azines of aromatic aldehydes (4, 8) affords ketene aminals (5). Diazomethanes (9, 10) are formed as intermediates. Aryldiazomethanes react with 2 to give a mixture of ketene aminals (5), trans-enediamines (6), and cis-enediamines (7). The reaction of 2 with bis(2-pyridylmethylene)- (4n), with difurfurylidenehydrazine (4o) or with the azines 8, obtained by treatment of aromatic aldehydes with diphenylmethylenehydrazine, yields only ketene aminals (5). The reaction mechanism is discussed.
    Notes: Bei der Umsetzung von Bis-dimethylamino-tert.-butyloxy-methan (2) (Aminal-tert.-butyl-ester) mit Azinen aromatischer Aldehyde (4, 8) entstehen Ketenaminale (5) und als Zwischenprodukte Diazomethane (9, 10, ). Von diesen reagieren die Aryldiazomethane mit 2, zu Gemischen aus Ketenaminalen (5), trans- (6) und cis-Endiaminen (7). Bis-[Pyridyl-(2)-methylen]-(4n) und Difurfurylidenhydrazin (4o) sowie die aus aromatischen Aldehyden und Diphenyl-methylen-hydrazin dargestellten Azine 8 ergeben mit 2 ausschließlich Ketenaminale (5). Der Reaktionsablauf wird diskutiert.
    Additional Material: 4 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19711040316
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