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  • 1
    Electronic Resource
    Electronic Resource
    Chemie der Amino-oxime, IV. Die Umsetzung von syn-α-Amino-ketoximen mit Aldehyden (1970)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 103 (1970), S. 3442-3447 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: The Chemistry of Amino Oximes, IV. The Reaction of syn-α-Aminoketoximes with Aldehydessyn-ω-Aminoacetophenonoximes react with acetaldehyde to form 5.6-dihydro-4H-1.2.5-oxadiazines, the structure of which was determined by spectroscopic methods. With benzaldehyde azomethines are formed, which isomerise to syn-ω-(benzylimino)acetophenonoximes.
    Notes: syn-ω-Amino-acetophenonoxime bilden mit Acetaldehyd 5.6-Dihydro-4H-1.2.5-oxadiazine. Die Struktur wurde durch spektroskopische Untersuchungen bestimmt. Mit Benzaldehyd entstehen die Azomethine, die sich zu syn-ω-Benzylimino-acetophenonoximen isomerisieren.
    Additional Material: 6 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19701031110
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  • 2
    Electronic Resource
    Electronic Resource
    Chemie der Amino-oxime, XI: Über die Synthese von 2-Oxo-3-imidazolin-3-oxiden und ihre Prototropie (1978)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 111 (1978), S. 1171-1179 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: The Chemistry of Amino Oximes, XI: The Synthesis of 2-Oxo-3-imidazoline 3-Oxides and Their PrototropyAnti(E)-α-amino oximes (1) with different substituents were cyclized with phosgene as well as by hydrolysis of the corresponding urethanes 7 to give 2-oxo-3-imidazoline 3-oxides. The structure were proved by cycloaddition and by spectroscopic methods. Tautomerisms were observed in the case of oximes with α-H-atoms. In one example, 3-hydroxy-4-imidazolin-2-one (9i) was formed. in an other one the N-hydroxy-exo-methylene compound 10c, which undergoes cycloaddition with the parent N-oxide (3c) to yield an isoxazolidine 11c.
    Notes: Verschieden substituierte anti(E)-α-Amino-oxime (1) wurden mit Phosgen oder durch Verseifen der entsprechenden Urethane 7 zu 2-Oxo-4-imidazolin-3-oxiden (3) cyclisiert. Die Konstitution wurde durch Cycloaddition und spektroskopisch bestätigt. Bei Oximen mit α-ständigen H-Atomen trat in einem Fall Tautomerie zum 3-Hydroxy-4-imidzolin-2-on (9i) ein, im anderen zur N-Hydroxy-exo-methylen-Verbindung 10c. Letztere bildet mit dem N-Oxid 3c durch Cycloaddition ein Isoxazolidin-Derivat 11c.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19781110335
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  • 3
    Electronic Resource
    Electronic Resource
    Chemie der Amino-oxime, III. Imidazolin-N-oxide durch Umsetzung von anti-α-Amino-oximen mit Aldehyden (1970)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 103 (1970), S. 2411-2417 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: The Chemistry of Amino Oximes, III. Imidazoline N-Oxides by Reaction of anti-α-Aminooximes with AldehydesΔ 3-Imidazoline 3-oxides are formed by reaction of anti-α-aminooximes with aldehydes. The structure was proved by chemical reactions and by u. v. and i. r. spectra. With benzaldehyde the N-oxide and the azomethine are formed.
    Notes: Δ 3-Imidazolin-3-oxide entstehen aus anti-α-Amino-oximen mit Aldehyden. Die Struktur wurde durch chemische Reaktionen und durch UV- und IR-Spektren bewiesen. Mit Benz-aldehyd entstehen das N-Oxid und das Azomethin.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19701030812
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  • 4
    Electronic Resource
    Electronic Resource
    Chemie der Amino-oxime, VIII. Über die Umsetzung von Carbonsäurederivaten mit α-Amino-oximen (1972)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 105 (1972), S. 1865-1874 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: The Chemistry of Amino Oximes, VIII. The Reaction of Carboxylic Acid Derivatives with α-AminooximesThe reaction of syn- and anti-α-aminooximes with acetimidic acid ester and orthoacetic acid ester was investigated. Acetimidic acid ester forms imidazoles (4, 8) with syn- as well as with anti-aminooximes. With orthoacetic acid ester anti-aminooximes form the dimeric 4H-imidazole N-oxide 15, whereas syn-ω-aminoacetophenone oxime (7) yields 2.5-diphenylpyrazine N-oxide (26). With N-(oximinoalkyl)formimidic acid esters (21) no cyclisation was observed.
    Notes: Die Reaktionen von syn- und anti-α-Amino-oximen mit Acetimidsäureester und Orthoessigsäureester werden untersucht. Während mit Acetimidsäureester unabhängig von der Oxim-Konfiguration Imidazole (4, 8) entstehen, tritt mit Orthoessigester und anti-Amino-oxim-Ringschluß zum dimeren 4H-Imidazol-N-oxid 15 ein. Mit syn-ω-Amino-acetophenonoxim (7) bildet sich 2.5-Diphenyl-pyrazin-N-oxid (26). Bei N-Oximinoalkyl-formimidsäureestern (21) war kein Ringschluß zu beobachten.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19721050609
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  • 5
    Electronic Resource
    Electronic Resource
    Chemie der Amino-oxime. V. Die Synthese von 1.2.5-Oxadiazinon-(6)-Derivaten aus syn-α-Amino-ketoximen mit Phosgen (1971)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 104 (1971), S. 1507-1511 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: The Chemistry of Amino Oximes, V. The Synthesis of 1.2.5-Oxadiazinon Derivatives by Treatment of syn-α-Aminoketoximes with Phosgenesyn-ω-Aminoacetophenone oximes react with phosgene to form 6-Oxo-5.6-dihydro-4H-1.2.5-oxadiazines, the structure of which was proved by spectroscopic methods.
    Notes: Aus syn-ω-Amino-acetophenonoximen werden mit Phosgen 6-Oxo-5.6-dihydro-4H-1.2.5-oxadiazine erhalten. Aus den spektroskopischen Daten wurde deren Struktur eindeutig bestimmt.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19711040518
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  • 6
    Electronic Resource
    Electronic Resource
    Chemie der Amino-oxime, VI. Reaktionen der syn- und anti-α-Amino-ketoxime mit Thiophosgen (1971)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 104 (1971), S. 1512-1517 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: The Chemistry of Amino Oximes, VI. The Reaction of syn- and anti-α-Aminoketoximes with Thiophosgenesyn-ω-Aminoacetophenone oxime derivatives (1) react with thiophosgene to form dihydro-4H-1.2.5-oxadiazine-6-thione derivatives (2). The latter were transformed into the corresponding keto derivatives (3). anti-α-Aminoketoximes (6) form 2-thioxo-Δ3-imidazoline-3-oxides (7), the structure of which was determined by i.r. and mass spectroscopy. 5-Methyl-4-phenyl-2-thioxo-Δ3-imidazoline 3-oxide (7a) was converted into the oxygen-free imidazoline-thione (8a).
    Notes: Aus syn-ω-Amino-acetophenonoximen (1) und Thiophosgen bilden sich 6-Thioxo-dihydro-4H-1.2.5-oxadiazin-Derivate (2). Sie sind in die entsprechenden Oxo-Verbindungen (3) überführbar. anti-α-Amino-ketoxime (6) bilden dagegen 2-Thioxo-Δ3-imidazolin-3-oxide (7), deren Struktur aus dem IR- und Massenspektrum bestimmt wurde. 2-Thioxo-5-methyl-4-phenyl-Δ3-imidazolin-3-oxid (7a) wurde in das sauerstoff-freie Imidazolinthion (8a) übergeführt.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19711040519
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  • 7
    Electronic Resource
    Electronic Resource
    Chemie der Amino-oxime, X. Die Umsetzung von syn-ω-Aminopropiophenon-oximen mit Phosgen und 1,1′-Carbonyldiimidazol (1975)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 108 (1975), S. 3387-3396 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: The Chemistry of Amino Oximes, X. The Reactions of,synω- Aminopropiophenone Oximes with Phosgene and 1,1′carbonyldimidazole;- primesyn-ω-(Benzylamino)propiophenone oximes react with phosgene to give 3-(benzylamino)propionanilides (3). 1,7-dioxoperhydrodiphyrimido [3,4-b:3′,4′-e][1,4,2,5]dioxadiazines (5), and 7-oxo-4,5,6,7-tetrahydro-1,2,6-oxadiazepines (4) as main products. The reaction with 1,1′-carbonyldiimidazole leads preferably to 5. The Structures were proved by spectroscopic and chemical methods.
    Notes: Aus syn-ω-(Benzylamino)propiophenon-oximen werden mit Phosgen neben 3-(Benzylamino)-propionaniliden (3) und 1,7-Dioxoperhydrodipyimido[3,4-b:3′,4′-e][1,4,2,5]dioxadiazinen (5) als Hauptprodukt 7-Oxo-4,5,6,7-oxadiazepine (4) erhalten. Die Reaktion führt mit 1,1′-Carbonyldimidazol überwiegend zu 5. Die Strukturen wurden auf spektroskopischen und chemischen Wegen bestimmt.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19751081030
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  • 8
    Electronic Resource
    Electronic Resource
    Chemie der Amino-oxime, XII. Darstellung und Eigenschaften von 4,5,6,7-Tetrahydro-1,2,6-oxadiazepinen (1980)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 113 (1980), S. 3373-3376 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The Chemistry of Amino Oximes, XII. Synthesis and Properties of 4,5,6,7-Tetrahydro-1,2,6-oxadiazepines4,5,6,7-Tetrahydro-1,2,6-oxadiazepines (2a - d) were prepared by the reaction of the syn-(E)-(benzylamino)propiophenone oximes 1a - d with formaldehyde. The ω-aminopropiophenone oximes 1e - g react with acetone or benzaldehyde to give azomethines 6e - g and 7e - g, respectively.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19801131027
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  • 9
    Electronic Resource
    Electronic Resource
    Chemie der Amino-oxime, XIII. 3,6-Dihydro-2(1H)-pyrazinon-4-oxide (1981)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 114 (1981), S. 2536-2541 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: The Chemistry of Amino Oximes, XIII. 3,6-Dihydro-2(1H)-pyrazinone 4-OxidesThe 3,6-Dihydro-2(1H)-pyrazinone 4-oxides 3a-c were prepared by cyclisation of anti-α-(chloroacetylamino)ketoximes 2a-c. From 3 with PCl3 the 3,6-Dihydro-2(1H)-pyrazinones 5a and b were formed. Cycloaddition of 3 with dimethyl acetylenedicarboxylate yields the 4,5,6,7-tetrahydro-6-oxo-3aH-isoxazolo[2,3-a]pyrazines 6a-c, which tautomerise to the enols, anti-1-(Chloroacetylamino)-1-phenyl-2-propanone oxime (2d) cyclises to 5-methyl-6-phenyl-2(1H) pyrazinone (4d).
    Notes: Die 3,6-Dihydro-2(1H)-pyrazinon-4-oxide 3a-c wurden durch Ringschluß der anti-α-(Chloracetylamino)ketoxime 2a-c erhalten. Mit PCl3 entstehen aus 3 die 3,6-Dihydro-2(1H)-pyrazinone 5a und b und durch Cycloaddition mit Acetylendicarbonsäure-dimethylester die 4,5,6,7-Tetra-hydro-6-oxo-3aH-isoxazolo[2,3-a]pyrazin-Derivate 6a-c, die zum Enol tautomerisieren. anti-1-(Chloracetylamino)-1-phenyl-2-propanon-oxim (2d) cyclisiert zu 5-Methyl-6-phenyl-2(1H)-pyrazinon (4d).
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19811140718
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  • 10
    Electronic Resource
    Electronic Resource
    Die Beckmann-Reaktion bei phenylsubstituierten 1,3-Dioximen (1980)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 113 (1980), S. 1507-1513 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: The Beckmann Reaction of Phenyl-substituted 1,3-DioximesThe 1,3-diketones 1a - c react with hydroxylammonium chloride to give isoxazolin-5-ols 2a - c predominantly, in addition to dioximes 3a and b, respectively. The anti (E,E) configuration of the dioximes was established by UV and 1H NMR. By Beckmann reaction of 3a, b and d, 4H-pyrazole N-oxides 4a, b and d were formed. The amphi (Z,E) configuration of 1,3-bis(hydroxyimino)-1,3-diphenyl-2-propanone (6) was established by 13C NMR.
    Notes: Aus den 1,3-Diketonen 1a - c werden mit Hydroxylammoniumchlorid überwiegend Isoxazolin-5-ole 2a - c neben den Dioximen 3a und b gebildet. Die anti (E,E)-Konfiguration dieser Dioxime wurde aus den UV- und 1H-NMR-Spektren bestimmt. Die Beckmann-Reaktion von 3a, b und d führt zu 4H-Pyrazol-N-oxiden 4a, b und d. 1,3-Bis(hydroxyimino)-1,3-diphenyl-2-propanon (6) hat amphi (Z,E)-Konfiguration, wie das 13C-NMR-Spektrum zeigt; 6 fragmentiert bei der Beckmann-Reaktion.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19801130430
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