Skip to main content
Log in

An improved and facile synthesis of 2-amino-1,1,3-tricyanopropene

Eine verbesserte und bequeme Synthese von 2-Amino-1,1,3-tricyan-propen (Kurze Mitteilung)

Short communication

  • Organische Chemie Und Biochemie
  • Published:
Monatshefte für Chemie / Chemical Monthly Aims and scope Submit manuscript

Abstract

A simple method for the dimerization of malononitrile using alkali hydroxides in methanol or ethanol is described. Thereby 2-Amino-1,1,3-tricyanopropene, a keyintermediate for heterocyclic chemistry, is obtained in high yield.

Zusammenfassung

Eine einfache Dimerisierung von Malononitril unter Verwendung von Alkalihydroxid in Methanol und Ethanol wird beschrieben. Dabei entsteht in guter Ausbeute 2-Amino-1,1,3-tricyan-propen, ein wichtiges Ausgangsprodukt zur Synthese von Heterocyclen.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

References

  1. Freeman F., Chem. Rev.69, 591 (1969).

    Google Scholar 

  2. Fatiadi A., Synthesis1978, 165.

  3. Portmann R., Ger. Offen. 2922227 (1979), Ciba-Geigy A.G.; C.A.92, 199741 (1980).

  4. Ramanathan V., Ger. Offen. 2263007 (1973), Ciba-Geigy A.G.; C.A.90, 73296 (1979).

  5. Schwander H. R., Dyes and Pigments3, 133 (1982).

    Google Scholar 

  6. Melby R., U.S. Patent 2,926,187 (1960), E.I. du Pont de Nemours & Co.; C.A.55, 455c (1961).

  7. Carboni R. A., Coffman D. D., Howard E. G., J. Amer. Chem. Soc.80, 2838 (1958).

    Google Scholar 

  8. Taylor E. C., Hartke K. S., J. Amer. Chem. Soc.81, 2454 (1959).

    Google Scholar 

  9. Coenen M., German Patent 922531 (1955), Bayer A.G.; C.A.52, 2059 f (1958).

  10. Decombe J., Verry C., Comp. Rend.256, 5156 (1963).

    Google Scholar 

  11. Onoda T.,Masai H., Japan. Kokai 75 59,328 (1975), Mitsubishi Chemical Industries Co., Ltd.; C.A.83, 78654z (1975).

  12. Takahashi K.,Hatano G.,Miyake A., Japan. 73 31,093 (1973), Toray Industries, Inc.; C.A.80, 26785 m (1974).

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Mittelbach, M. An improved and facile synthesis of 2-amino-1,1,3-tricyanopropene. Monatsh Chem 116, 689–691 (1985). https://doi.org/10.1007/BF00798796

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00798796

Keywords

Navigation