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Studies in fungitoxicity. VII. —Fungicidal activity of certain ethylenes and heterocyclic compounds substituted with the 2,4‐dinitrophenylthio‐ group
Author(s) -
Pianka M.
Publication year - 1968
Publication title -
journal of the science of food and agriculture
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.782
H-Index - 142
eISSN - 1097-0010
pISSN - 0022-5142
DOI - 10.1002/jsfa.2740190906
Subject(s) - botrytis cinerea , venturia inaequalis , chemistry , substituent , fungicide , stereochemistry , organic chemistry , botany , biology
Certain ethylenes and heterocyclic compounds substituted with the 2,4‐dinitrophenylthio‐ group were synthesised and tested for activity against Venturia inaequalis, Botrytis cinerea, Fusarium bulbigenum and Cercospora melonis. 1‐Alkylthio‐1‐(2,4‐dinitrophenylthio)‐2‐cyano‐2‐(ethoxycarbonyl or cyano) ethylenes in which the Ph‐S bond is not shielded by the alkyl substituent from attack, perhaps by nucleophilic cell constituents, were found to be active against Venturia. 3,5‐Di(methyl‐ or ethyl‐thio)‐4‐cyanoisothiazoles were also active against Venturia. 2‐Substituted‐5‐(2,4‐dinitrophenylthio)‐1,3,4‐oxadiazoles had no or low fungicidal activity, and of several 2‐(2,4‐dinitrophenylthio) heterocyclic compounds that were tested 2‐(2,4‐dinitrophenylthio)‐benzothiazole and ‐benzoxazole had good activity against Venturia. The infra‐red and proton magnetic resonance spectra of several compounds were examined.