Preparation and safening effect of 1-substituted imidazole...

C - Chemistry – Metallurgy – 07 – D

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C07D 233/54 (2006.01) A01N 25/00 (2006.01) C07D 521/00 (2006.01) C07F 3/00 (2006.01)

Patent

CA 1071214

Abstract of the Disclosure This invention concerns the preparation of 1-substituted imidazole metal salt complexes and their use particularly as systemic fungicides. These imidazole metal salt complexes have the following formula: Image wherein Z is phenyl, phenyl having from 1 to 2 substituents selected from the group consisting of halo, nitro, trihalomethyl, lower alkyl and lower alkoxy, and containing from 6 to 10 carbon atoms naphthyl, furanyl, benzofuranyl, thienyl, halothienyl. (C1-C8) alkyl or (C6-C8) cycloalkyl;R1 is hydrogen and R2 is independently selected from the group consisting of hydrogen, (C1-C8) alkoxy, (C2-C8) alkenoxy, (C2-C8)alkynoxy, alkylthio, halo, hydroxy, acetoxy, benzolyloxy, (C1-C4) alkylamino, (C6-C10) phenylhydrazino, or are taken together with attached carbon to form a ketone, ketal, thioketal, (C1-C4) alkylimino or (C6-C10) phenylhydrazono group; A and B are divalent (C1-C4) alkylene groups; X is methyl or halogen; a is an integer from 0 to 3; n is an integer from 0 to 2; n' is an integer from 0 to 2; M is a metal cation selected from Groups IIA, IVA, IB, IIB, VIB, VIIB, and VIII of the Periodic Table; Y is an anion counterion; and m is an integer from 1 to 4. The preparation of the metal salt complexes of these imidazoles produces a safening effect, i.e., the ability to reduce undesirable plant growth regulatory activity and phy- toxicity while retaining the efficacy of the compounds against phytopathogenic fungi.

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