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The Facile Synthesis of Pentane-1, 5-diamines from Glutaraldehyde and Secondary Amines with Tetracarbonylhydridoferrate

  • Shim Sang Chul (Department of Industrial Chemistry, Kyungpook National University) ;
  • Watanabe Yoshihisa (Department of Hydrocarbon Chemistry, Kyoto University)
  • Published : 1982.06.30

Abstract

Ethanolic tetracarbonylhydridoferrate solution combined with glutaraldehyde is a very effective reducing agent for the selective transformation of two moles of secondary amines into pentane-1,5-diamine derivatives. A variety of aliphatic secondary amines react with ferrate-glutaraldehyde at room temperature under carbon monoxide to give the corresponding N-substituted pentane-1,5-diamines in reasonable yields.

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References

  1. J. Org. Chem. v.37 R. Noyori;I. Umeda;T. Ishigami
  2. J. C. S. Perkin v.1 G. Cainelli;M. Panunzio;A. Umani-Ronchi
  3. Tetrahedron Lett. H. Alper
  4. Bull. Chem. Soc. Jpn. v.49 Y. Watanabe;S. C. Shim;T. Mitsudo;M. Yamashita;Y. Takagami
  5. Bull. Chem. Soc. Jpn. v.43 H. Masada;M. Mizuno;S. Suga;Y. Watanabe;Y. Takegami
  6. Tetrahedron Lett. Y. Watanabe;M. Yamashita;T. Mitsudo;M. Tanaka;Y. Takegami
  7. Bull. Chem. Soc. Jpn. v.49 Y. Watanabe;S. C. Shim;T. Mitsudo;M. Yamashita;Y. Takegami
  8. private communication R. M. Laine
  9. J. Amer. Chem. Soc. v.71 P. Krumholz;H. M. A. Atettiner
  10. Bull. Chem. Soc. Jpn. v.42 Y. Takegami;Y. Watanabe;T. Mitsudo;H. Masada
  11. Organomet. Chem. Rev. A. v.7 A. J. Carty
  12. J. Amer. Chem. Soc. v.85 G. Stork;A. Brizzolara;H. Landesman;J. Szmuszkvicz;R. Terrell