Cyclopropyl-thienyl-carboxamide as fungicides

C - Chemistry – Metallurgy – 07 – D

Patent

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Details

C07D 409/12 (2006.01) A01N 43/32 (2006.01) A01N 43/36 (2006.01) A01N 43/40 (2006.01) A01N 43/56 (2006.01) A01N 43/78 (2006.01) C07D 333/36 (2006.01) C07D 411/12 (2006.01) C07D 417/12 (2006.01)

Patent

CA 2501739

A fungicidally active compound of formula (I): where X is (X1), (X2) or (X3); Het is a 5- or 6-membered heterocyclic ring containing one to three heteroatoms, each independently selected from oxygen, nitrogen and sulphur, provided that the ring is not 1,2,3-triazole, the ring being substituted by groups R4, R5 and R6; Rl and R2 are each, independently, hydrogen, halo or methyl; R3 is optionally substituted C2-l2 alkyl, optionally substituted C2-12 alkenyl, optionally substituted C2-12 alkynyl, optionally substituted C3-12 cycloalkyl, optionally substituted phenyl or optionally substituted heterocyclyl; R4, R5 and R6 are each, independently, selected from hydrogen, halo, cyano, nitro, C 1-4 alkyl, C 1-4 haloalkyl, C 1-4 alkoxy(C 1-4)alkylene and Cl-4 haloalkoxy(C1-4)alkylene, provided that at least one of R4, R5 and R6 is not hydrogen; and R7 and R8 are each, independently, hydrogen, halogen, C1- 4 alkyl or Clue haloalkyl; the invention also relates to the preparation of these compounds, to novel intermediates used in the preparation of these compounds, to the preparation of intermediates, to agrochemical compositions which comprise at least one of the novel compounds as active ingredient and to the use of the active ingredients or compositions in agriculture or horticulture for controlling or preventing infestation of plants by phytopathogenic microorganisms, preferably fungi.

L'invention porte sur composé à action fongicide de formule (I): dans laquelle: X est (X1), (X2) ou (X3); Het est un cycle hétérocyclique à 5 ou 6 éléments contenant de un à trois hétéroatomes sélectionnés chacun indépendamment parmi oxygène, azote et soufre, sous réserve que le cycle ne soit pas 1,2,3-triazole, ledit cycle étant substitué par les groupes R?4¿, R?5¿ et R?6¿; R?l¿ et R?2¿ sont chacun indépendamment hydrogène, halo ou méthyle; R3 est C¿2-l2? alkyle facultativement substitué, alcényle facultativement substitué C¿2-12?, C¿2-12? alkynyle facultativement substitué, C¿3??-12¿ cycloalkyle facultativement substitué, phényle facultativement substitué ou un hétérocycle facultativement substitué; R?4¿, R?5¿ et R?6¿ sont chacun sélectionnés indépendamment parmi hydrogène, halo, cyano, nitro, C ¿1??-¿¿4? alkyle, C ¿1-4? haloalkyle, C¿1-4? alkoxy, (C ¿1?-¿4?)alkylène et C¿l-4? haloalkoxy(C¿1-4?)alkylène, sous réserve qu'au moins l'un des R?4¿, R?5¿ et R?6¿ ne soit pas hydrogène; et R?7¿ et R?8¿ sont chacun indépendamment, hydrogène, halogène, C¿1-4? alkyle ou C¿1-4? haloalkyle. L'invention porte également sur la préparation de ces composés, sur celle d'intermédiaires, sur des produits agrochimiques comprenant l'un au moins de ces nouveaux composés comme principe actif, et sur l'utilisation de ces principes actifs ou produits en agriculture et horticulture, pour limiter ou prévenir l'infestation de plantes par des micro-organismes phytopathogènes, principalement des champignons.

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