Hetaryl-substituted benzyl phenyl ethers, method for the production thereof, and their use for combating harmful fungi and animal pests

A benzyl phenyl ether of formula I

• wherein
• Q is C(═CHOCH3)—COOCH3, C(═CHCH3)—COOCH3, C(═NOCH3)—COOCH3, C(═NOCH3)—CONHCH3 or N(—OCH3)—COOCH3;
• X is pyrazolyl which is unsubstituted or substituted by a group Y2p;
• Y, Y1 are halogen, cyano, nitro, C114 C4-alkyl, C114 C4-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl or C1-C4-alkoxy;
• Y2 is halogen, cyano, nitro, C1-C4-alkyl, C1-C4-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkylamino, di-C1-C4-alkylamino or C1-C4-alkylthio, or
• phenyl, phenoxy or benzyl, where the aromatic rings may be partially or fully halogenated or may carry one to three groups R4:
• R4 is halogen, cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, alkyl, haloalkyl, alkenyl, alkenyloxy, alkynyloxy, alkoxy, haloalkoxy, alkylthio, alkylamino, dialkylamio, formyl, alkylcarbonyl, alkylsulfonyl, alkylsulfoxyl, alkoxycarbonyl, alkylcarbonyloxy, alkylaminocarbonyl, dialkylaminocarbonyl, alkylaminothiocarbonyl, dialkylaminothiocarbonyl, where the alkyl groups in these radicals contain 1 to 6 carbon atoms and the abovementioned alkenyl or alkynyl groups in these radicals contain 2 to 8 carbon atoms;
• and/or one to three of the following radicals
• cycloalkyl, cycloalkoxy, heterocyclyl, heterocyclyloxy, where the cyclic systems contain 3 to 10 ring members;
• aryl, aryloxy, arylthio, aryl-C1-C6-alkoxy, aryl-C1-C6-alkyl, hetaryl, hetaryloxy, hetarylthio, where the aryl radicals preferably contain 6 to 10 ring members, the hetaryl radicals 5 or 6 ring members, where the cyclic systems may be partially or fully halogenated or may be substituted by one to three groups R5 or by one or two groups R6:
• R5 is halogen, cyano, nitro, hydroxyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C3-C6-cycloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-alkylthio, C1-C6-alkylamino, di-C1-C6-alkylamino, C2-C6-alkenyl, C2-C6-alkenyloxy, C3-C6-alkynyloxy and C1-C4-alkylenedioxy which may be halogenated;
• and
• R6 is C(═NORd)-Γ1-Rd′, where Rd is hydrogen or C1-C6-alkyl, Γ is oxygen, sulfur or NRd and 1 is 0 or 1;
• m, n are 0, 1 or 2, where the radicals Y and Y1 may be different if m or n=2;
• p is 0, 1, 2 or 3, where the radicals Y2 may be different if p=2 or 3;
• with the proviso that if Q is C(═CHOCH3)—COOCH3, C(═CHOCH3)—CONHCH3 or C(═NOCH3)—COOCH3, the index m is 1 or 2;
• or a salt thereof.