Abstract
α-Arylhydrazononitriles1 react with α-halogen carbonyl compounds in presence of K2CO3 to yield substituted4-amino-1-aryl-pyrazoles3. Pyrazolo[4,3-d]pyrimidines, pyrazolo[4,3-d]oxazinones and substituted 4-aminopyrazolecarboxylic acids can be obtained from3; the carboxyl group in the 5-position can be removed.
Similar content being viewed by others
Literatur
K. Gewald undG. Heinhold, Mh. Chem.107, 1413 (1976).
R. Gompper undH. U. Wagner, Angew. Chem.88, 389 (1976).
K. Gewald, O. Calderon undH. J. Jänsch, DDR-Pat. 113 359 (1975); Chem. Abstr.84, 135647 (1976).
R. Fusco, Pyrazoles; The chemistry of heterocyclic compounds (A. Weißberger, Hrsg.), Vol. 22. New York: Intersc. Publ. 1967;A. N. Kost undI. I. Grandberg, Advances in heterocyclic chemistry (A. R. Katritzky, Hrsg.)6, 347. New York: Academic Press. 1966.
Vgl. z. B.P. Schmidt undJ. Druey, Helv. chim. Acta39, 986 (1956).
Vgl.R. A. Long, J. F. Gerster undL. B. Townsend, J. Heterocycl. Chem.1970, 863.
Vgl. die Darstellung von Pyrazolo[3,4-d]oxazinonen:C. C. Cheng undR. K. Robins, J. org. Chem.23, 191 (1958).
E. Enders, in: Methoden der org. Chemie (Houben-Weyl), 4. Aufl., Bd. X/3, S. 490. Stuttgart: G. Thieme. 1966).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Gewald, K., Calderon, O. 4-Amino-1-arylpyrazole durchThorpe-Cyclisierung. Monatshefte für Chemie 108, 611–616 (1977). https://doi.org/10.1007/BF00912807
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00912807