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  • 1975-1979  (2)
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  • 1
    Electronic Resource
    Electronic Resource
    Cyansäureester, 27 [1]. Triazino-benzimidazole aus 2-Amino-benzimidazol-1-imidsäureestern und carbonylanalogen VerbindungenHerrn Professor Dr. Günther Hilgetag zum 70. Geburtstag gewidmet. (1979)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 321 (1979), S. 379-386 
    Details
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Cyanic Acid Esters. 27. Triazino-benzimidazoles from 2-Amino-benzimidazole-1-imid-esters and Carbonyl Analogic CompoundsThe Cyclocondensation of 2-amino-benzimidazole-1-imid-esters with aldehydes, carbonic acid anhydrides and isocyanates has been investigated. With aldehydes in the presence of piperidine 4-aryloxy-1,2-dihydro-1,3,5-triazino[1,2-a]benzimidazoles 3 and with carbonic acid anhydrides 4-aryloxy-1,3,5-triazino[1,2-a]benzimidazoles 5 are formed. Isocyanates react with the imid esters to the corresponding 3-substituted ureas 8 which on heating undergo acyl migration of the carbamoyl group followed by cyclocondensation to 4-imino-2-oxo-1,2,3,4-tetrahydro-1,3,5-triazino[1,2-a]benzimidazoles 12.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19793210305
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    Paper (German National Licenses)
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  • 2
    Electronic Resource
    Electronic Resource
    Allgemeine Synthese 1-substituierter Pyrazolidone-(3) durch nucleophile Grignard-Addition an carbonylstabilisierte Azomethinimine (1976)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 318 (1976), S. 253-260 
    Details
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: General Synthesis of 1-Substituted Pyrazolidine-3-ones by Nucleophilic Grignard Addition at Carbonyl-stabilized AzomethiniminesBy means of Grignard compounds in THF the nucleophilic addition of alkyl, aralkyl or aryl groups at the C-6 atom of carbonyl-stabilized azomethinimines 1 is achieved. This new general synthesis gives high yields of 1-substituted pyrazolidine-3-ones 8. The C-6-substitution is proved by unambiguous syntheses and by 1H-n.m.r. C-4-Substituted azomethinimines 1 and Grignard compounds give mixtures of diastereomeric 1-substituted pyrazolidine-3-ones 8, as indicated by their 1H- and 13C-n.m.r. spectra. The Grignard addition is thus shown to proceed not stereospecifically.
    Notes: An das C-6-Atom carbonylstabilisierter Azomethinimine 1 lassen sich Alkyl-, Aralkyl- oder Arylreste mit Hilfe von Grignard-Verbindungen in THF nucleophil addieren. Diese neue, allgemeine Synthese 1-substituierter Pyrazolidone-(3) 8 verläuft mit hoher Ausbeute. Die C-6-Substitution wird durch eindeutige Synthesen und NMR-spektroskopisch bewiesen. Die Grignard-Addition verläuft, wie an der NMR-spektroskopisch nachgewiesenen Bildung von diastereomeren 1-substituierten Pyrazolidonen-(3) 8 aus C-4-substituierten 1 gezeigt wird, nicht stereospezifisch.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19763180210
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    Paper (German National Licenses)
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