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  • 1970-1974  (24)
  • 1940-1944  (8)
  • Chemistry  (32)
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  • 1
    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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  • 2
    Electronic Resource
    Electronic Resource
    Orthoamide, XII Synthese von O.N- bzw. N.N-Acetalen der Acylisocyanate aus Amidacetalen bzw. einem Aminal-tert.-butylester und N-Halogen-carbonsäureamiden, Halogenharnstoffen und N-Chlor-urethan (1970)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 103 (1970), S. 245-255 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Orthoamides, XII: Synthesis of Acyl Isocyanate O,N- or -N,N-Acetals from Amide Acetals or from an Aminal tert-Butylester and N-Halogencarbonamides, Halogen Ureas and N-ChlorourethanesDimethylformamide dialkylacetals (2) and aminal-tert-butylester 5 [bis(dimethylamino)-tert-butoxymethane] react with N-halogen carboxylic acid amides, halogen ureas and N-chlorourethanes to give acyl isocyanate-O,N -or -N,N-acetals (isoureas 3 or guanidines 6, respectively).
    Notes: Dimethylformamid-dialkylacetale (2) und Aminal-tert.-butylester 5 (Bis-dimethylamino-tert.-butyloxy-methan) bilden mit N-Halogen-carbonsäureamiden, Halogenharnstoffen und N-Chlor-urethan Acylisocyanat-O.N- bzw. -N.N-acetale (Isoharnstoffe 3 bzw. Guanidine 6).
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19701030132
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  • 3
    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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  • 4
    Electronic Resource
    Electronic Resource
    Orthoamide, IX über die Umsetzung CH-acider Verbindungen mit Amidacetalen, einem Aminal-tert.-butylester und Tris-dimethylamino-methan (1970)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 103 (1970), S. 210-221 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Orthoamides, IX: Reaction of CH-Acidic Compounds with Amide Acetals, an Aminal-tert-butylester and Tris(dimethylamino)methaneOrthoamides react with hydrogen cyanide and alkynes to give 2-dimethylamino-2-alkoxy-nitriles (2, 4, 6, 8, 10), 2,2-bis(dimethylamino)nitriles (12,12a), and 3,3-bis(dimethylamino)-alkynes (14-16). Methane derivatives heated with dimethylformamide diäthylacetal (1) react to form the alkylated methane derivatives (25, 26, 28, 29, 30, 34), whereas under mild conditions methane derivatives react with the aminal tert-butylester 11 to produce tetramethyl-formamidinium salts (31, 32, 33, 35).
    Notes: Orthoamide reagieren mit wasserfreier Blausäure und Alkinen zu 2-Dimethylamino-2-alkoxy-nitrilen (2, 4, 6, 8, 10), 2.2-Bis-dimethylamino-nitrilen (12, 12a) und 3.3-Bis-dimethylamino-alkinen-(l) (14-16). Aus Methan-Derivaten und Dimethylformamid-diäthylacetal (1) ent-stehen in der Wärme die alkylierten Methan-Derivate (25, 26, 28, 29, 30, 34) und mit dem Aminal-tert.-butylester 11 unter milden Reaktionsbedingungen die Tetramethylformamidini-um-Salze(31,32, 33,35).
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19701030129
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  • 5
    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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  • 6
    Electronic Resource
    Electronic Resource
    Orthoamide, XXII. Darstellung und Reaktionen von O.N-Bis-trimethylsilyl-formamid (1972)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 105 (1972), S. 2264-2270 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Orthoamides, XXII. Synthesis and Reactions of O.N-Bis(trimethylsilyl) formamideFormamide reacts with trimethylchlorosilane to give bis(trimethylsilyl) formamide (2). Reaction of 2 with enolisable CH2-active compounds (6-9) results in trimethylsilylethers (13-16) and N-(trimethylsilyl) formamide (20), whereas reaction of 2 with non enolisable CH2-active compounds (10-12) affords aminomethylene compounds (17-19) and hexamethylsiloxane (21).
    Notes: Aus Formamid und Trimethylchlorsilan entsteht Bis-trimethylsilyl-formamid (2). 2 bildet mit enolisierbaren CH2-aktiven Verbindungen (6-9) silylierte Enoläther (13-16) und N-Trimethylsilyl-formamid (20), mit nicht enolisierbaren CH2-aktiven Verbindungen (10-12) Aminomethylen-Verbindungen (17-19) und Hexamethylsiloxan (21).
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19721050720
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  • 7
    Electronic Resource
    Electronic Resource
    Synthesen in der heterocyclischen Reihe, XV. Über 1-[3-Aryl-isoindolyl-(1)-imino]-3-aryl-1H-isoindole (1972)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 105 (1972), S. 2271-2283 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Syntheses in the Heterocyclic Series, XV. 1-(3-Arylisoindol-1-ylimino)-3-aryl-1H-isoindoleso-Cyanobenzophenone reacts with formamide to give 3-formylamino-1-oxo-3-phenyl-isoindoline (5) and the redviolet 3-phenyl-1-(3-phenylisoindol-1-ylimino)-1H-isoindole (1). Analogues of 1 substituted in the phenyl rings are obtained by treatment of phthalodinitriles with arylmagnesium bromides.
    Notes: Aus o-Cyan-benzophenon und Formamid erhält man neben 3-Formamino-1-oxo-3-phenyl-isoindolin (5) das rotviolette 1-[3-Phenyl-isoindolyl-(1)-imino]-3-phenyl-1 H-isoindol (1). 1 sowie an den Phenylkernen substituierte Analoga von 1 entstehen aus Phthalodinitrilen und Arylmagnesiumbromiden.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19721050721
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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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