Abstract
Syntheses of 3- and 4-monohalogenated (2a, b; 3a–c; 4a–e) and 3,4-dihalogenated (4f–l) ethyl 5-cyano-salicylates are described. Nitration of the ethyl 5-cyano-4-halo-salicylates3a, b leads to the ethyl 5-cyano-4-halo-3-nitro-salicylates5a, b. Hydrolysis of the ester and cyano group as well as reactions of various chloroformates, N,N-dimethylcarbamyl chloride and acetic anhydride with the hydroxyl group have been studied.
Similar content being viewed by others
Literatur
Schmidt H. W.,Junek H., Liebigs Ann. Chem.1979, 2005.
Hodgson H. H., Chem. Rev.40, 251 (1947).
Pfeil E., Angew. Chem.65, 155 (1953).
Paal C., Ber.28, 2412 (1895).
Earle R. B., Jackson H. L., J. Amer. Chem. Soc.28, 109 (1906).
Taborsky R. G., Darker G. D., Kaye S., J. Amer. Pharm. Ass.48, 503 (1959).
Jensen K., J. Prakt. Chem. [2]148, 105 (1937).
Tilles H., U.S. Patent 3 299 114, Stauffer Chemical Co. (1967); C.A.66, 75696 (1967).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Schmidt, HW., Dworczak, R. Synthese neuer mono- und dihalogenierter Salicylsäurederivate. Monatsh Chem 117, 393–406 (1986). https://doi.org/10.1007/BF00816534
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF00816534