Synthese neuer mono- und dihalogenierter Salicylsäurederivate

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.