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  • 1980-1984
  • 1970-1974  (5)
  • 1960-1964
  • 1971  (5)
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  • 1980-1984
  • 1970-1974  (5)
  • 1960-1964
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  • 1
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 104 (1971), S. 792-801 
    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
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  • 2
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 104 (1971), S. 932-940 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Orthoamides, XVII. Reactions of (Dimethylamino)alkoxyacetonitriles(Dimethylamino)alkoxyacetonitriles (1) react with alcohols to form transacetalisation products. Reaction of 1 with primary amines results in elimination of alcohol and HCN and formation of formamidines (2); reaction of 1 with secondary amines affords aminals of glyoxylonitriles (6, 7). 1 reacts with reactive aldehydes in a multiple-step process to yield the corresponding α-(dimethylamino)nitriles 8 or the corresponding acyloins 9.
    Notes: Dimethylamino-alkoxy-acetonitrile (1) reagieren mit Alkoholen unter Umacetalisierung, mit primären Aminen unter Alkohol- und HCN-Abspaltung zu Formamidinen (2) und mit sekundären Aminen zu Aminalen des Glyoxylsäurenitrils (6, 7). Mit reaktiven Aldehyden entstehen in einer Mehrstufenreaktion die entsprechenden α-Dimethylamino-nitrile 8 oder die entsprechenden Acyloine 9.
    Type of Medium: Electronic Resource
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  • 3
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 104 (1971), S. 924-931 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Orthoamides, XVI. Syntheses of O. N- and N.N-Acetals of α-Keto Carbonitriles and IminoestersO.N-acetals of α-keto carbonitriles (1) are formed by the reaction of dimethylformamide dialkylacetals with acyl cyanides as well as by the reaction of adducts of dialkylformamide and dimethyl sulfate with sodium cyanide in water. The corresponding N.N-acetals (2) are produced by reaction of 1 with dimethylamine, by reaction of aminalester with acyl cyanide, or by treatment of tetramethylformamidinium methyl sulfate with sodium cyanide in water. N-Alkylcarboxamide dimethyl sulfate adducts (3) react with sodium cyanide in water to give the methyl ester of the corresponding N-alkylcarboximidic acid (5).
    Notes: O.N-Acetale der α-Keto-carbonsäurenitrile (1) entstehen aus Dimethylformamid-dialkyl-acetalen und Acylcyaniden sowie aus Dialkylformamid-Dimethylsulfat-Addukten und Natriumcyanid in Wasser. Die entsprechenden N.N-Acetale (2) entstehen aus 1 mit Dimethylamin bzw. aus Aminalester mit Acylcyaniden oder aus Tetramethylformamidinium-methylsulfat mit Natriumcyanid in Wasser. N-Monoalkylsubstituierte Säureamid-Dimethylsulfat-Addukte (3) bilden mit Natriumcyanid in Wasser N-Alkyl-iminoester (5).
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
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  • 4
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 104 (1971), S. 2709-2726 
    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
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  • 5
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 104 (1971), S. 3794-3803 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Orthoamides, XX. Reactions of Amide Acetals and Bis(dimethylamino)-methoxymethane (Aminal Ester) with Benzoic AzidesUpon thermal reaction of amide acetals (1) with benzoic azides (2) only products are obtained arising from secondary reactions of the phenyl isocyanates formed intermediately from the azides. In the photochemical reaction, acyl hydrazines 15 may be isolated formed via acyl nitrene intermediates.
    Notes: Bei der thermischen Umsetzung von Amidacetalen (1) mit Benzaziden (2) werden lediglich die Folgeprodukte der intermediär aus den Aziden gebildeten Phenylisocyanate erhalten. Hingegen gelingt es bei der photochemischen Reaktion die Folgeprodukte intermediär gebildeter Acylnitrene, die Acylhydrazine 15, zu isolieren.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
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