Aminomethylation of 2,4-Dioxo-3-azaspiro[5.5]undecane- 1,5-dicarbonitrile. Efficient Synthesis of New 3,7-Diazaspiro- [bicyclo[3.3.1]nonane-9,1′-cyclohexane] Derivatives View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2018-12

AUTHORS

A. N. Khrustaleva, K. A. Frolov, V. V. Dotsenko, N. A. Aksenov, I. V. Aksenova, B. S. Krivokolysko, S. G. Krivokolysko

ABSTRACT

2,4-Dioxo-3-azaspiro[5.5]undecane-1,5-dicarbonitrile reacted with primary amines and formaldehyde on heating in boiling ethanol to give mixtures of 7-alkyl-2,4-dioxo-3,7-diazaspiro[bicyclo[3.3.1]nonane- 9,1′-cyclohexane]-1,5-dicarbonitriles and their ammonium salts. The former were isolated in 26–71% after acidification of the reaction mixture.

PAGES

1803-1806

References to SciGraph publications

  • 2013-08. Chemistry of cyanoselenoacetamide (Review) in CHEMISTRY OF HETEROCYCLIC COMPOUNDS
  • 2007-12. The Mannich reaction in the synthesis of N,S-containing heterocycles 8. Aminomethylation of 3,5-dicyano-6-oxo-1,4,5,6-tetrahydropyridine-2-thiolates as a method for the synthesis of new functionally substituted 3,7-diazabicyclo[3.3.1]nonane derivatives in RUSSIAN CHEMICAL BULLETIN
  • 2012-06. Synthesis and properties of triethylammonium 4-aryl(hetaryl)-3,5-dicyano-6-oxo-1,4,5,6-tetrahydro-pyridine-2-selenolates in CHEMISTRY OF HETEROCYCLIC COMPOUNDS
  • 2007-05. A Double Mannich-type Reaction in the 1,4,5,6-Tetrahydropyridine-2-thiolate Series: A Convenient Approach to Functionalized 3,7-Diazabicyclo[3.3.1]nonane Derivatives in MONATSHEFTE FÜR CHEMIE - CHEMICAL MONTHLY
  • 2005-11. Aminomethylation of 1,2,3,4-Tetrahydropyridine-6-thiolates: A Novel Approach to Synthesis of 3,7-Diazabicyclo[3.3.1]nonane Derivatives in CHEMISTRY OF HETEROCYCLIC COMPOUNDS
  • 2016-09. Synthesis and structure of new 3,7-diazabicyclo[3.3.1]nonane derivatives in RUSSIAN CHEMICAL BULLETIN
  • 2016-02. Aminomethylation of morpholinium and N-methylmorpholinium 3,5-dicyano-4,4-dimethyl-6-oxo-1,4,5,6-tetrahydropyridine-2-thiolates in CHEMISTRY OF HETEROCYCLIC COMPOUNDS
  • 2015-02. Synthesis of partially hydrogenated 1,3,5-thiadiazines by Mannich reaction in CHEMISTRY OF HETEROCYCLIC COMPOUNDS
  • 2013-02. The First Example of 3,7-Diazabicyclo[3.3.1]nonane Synthesis by Aminomethylation of Guareschi Imide Salts in CHEMISTRY OF HETEROCYCLIC COMPOUNDS
  • 2017-08. Aminomethylation of Guareschi imides: synthesis of 2,4-dioxo-1H,5H-3,7-spiro[diazabicyclo[3.3.1]nonane-9,4'-piperidine]-1,5-dicarbonitriles in CHEMISTRY OF HETEROCYCLIC COMPOUNDS
  • Identifiers

    URI

    http://scigraph.springernature.com/pub.10.1134/s1070428018120114

    DOI

    http://dx.doi.org/10.1134/s1070428018120114

    DIMENSIONS

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