Known and new heterocyclic compounds as pest control agents

Compound of formula (I)

• in which
• A is N or CR1,
• D is N or CR2, where A and D are not both N,
• R1 is a radical from the group of hydrogen, halogen, cyano, nitro, C1-C6-alkyl, C3-C6-cycloalkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C6-halocycloalkyl, C1-C6-alkoxy-C1-C6-alkyl,
• R2 is a radical from the group of hydrogen, halogen, cyano, nitro, C1-C6-alkyl, C3-C6-cycloalkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C6-halocycloalkyl, C1-C6-alkoxy-C1-C6-alkyl,
• X is a free electron pair or oxygen,
• W is oxygen, sulphur or NR4,
• R3 is a radical from the group of hydrogen, cyano, hydroxyl, C1-C6-alkyl, C3-C6-cycloalkyl, C1-C6-haloalkyl, C3-C6-halocycloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C3-C6-alkynyl, C3-C6-haloalkynyl, C3-C6-cycloalkyl-C1-C6-alkyl, C3-C6-halocycloalkyl-C1-C6-alkyl, cyano-C1-C6-alkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-haloalkoxy-C1-C6-alkyl, C1-C6-alkylcarbonyl, C2-C6-alkenylcarbonyl, C3-C6-alkynylcarbonyl, C1-C6-haloalkylcarbonyl, C3-C6-cycloalkylcarbonyl, C3-C6-cycloalkyl-C1-C6-alkylcarbonyl, C2-C6-haloalkenylcarbonyl, C3-C6-halocycloalkylcarbonyl, C1-C6-alkoxy-C1-C6-alkylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C1-C6-alkylsulphonyl, C1-C6-haloalkylsulphonyl, C1-C6-alkylaminocarbonyl, di(C1-C6)alkylaminocarbonyl, C1-C6-alkylcarbonyloxy, C1-C6-alkoxycarbonyloxy, aryl, hetaryl, arylcarbonyl, hetarylcarbonyl, aryl-C1-C6-alkyl, hetaryl-C1-C6-alkyl, aryl-C1-C6-alkylcarbonyl, hetaryl-C1-C6-alkylcarbonyl, where the aryl, hetaryl, aryl-C1-C6-alkyl, hetaryl-C1-C6-alkyl, arylcarbonyl, hetarylcarbonyl, aryl-C1-C6-alkylcarbonyl, hetaryl-C1-C6-alkylcarbonyl substituents are optionally mono- or polysubstituted, identically or differently, by halogen, cyano, nitro, hydroxyl, C1-C6-alkyl, C2-C6-alkenyl, C3-C6-alkynyl, C3-C6-cycloalkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C6-halocycloalkyl, C1-C6-alkoxy-C1-C6-alkyl,
• R4 is a radical from the group of hydrogen, cyano, nitro, hydroxyl, C1-C6-alkyl, C3-C6-cycloalkyl, C1-C6-haloalkyl, C3-C6-halocycloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C3-C6-alkynyl, C3-C6-haloalkynyl, C3-C6-cycloalkyl-C1-C6-alkyl, C3-C6-halocycloalkyl-C1-C6-alkyl, cyano-C1-C6-alkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-haloalkoxy-C1-C6-alkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-alkylcarbonyloxy, C1-C6-alkylsulphonyl, C1-C6-haloalkylsulphonyl, aryl, hetaryl, aryl-C1-C6-alkyl, hetaryl-C1-C6-alkyl, arylcarbonyl, hetarylcarbonyl, where the aryl, hetaryl, aryl-C1-C6-alkyl, hetaryl-C1-C6-alkyl, arylcarbonyl, hetarylcarbonyl substituents are optionally mono- or polysubstituted, identically or differently, by halogen, cyano, nitro, hydroxyl, C1-C6-alkyl, C2-C6-alkenyl, C3-C6-alkynyl, C3-C6-cycloalkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C6-halocycloalkyl, C1-C6-alkoxy-C1-C6-alkyl,
• Q is one of the Q-1 to Q-4 radicals:
• in which the dotted line is the bond to the nitrogen in the NR3 group,
• Y1 is a radical from the group of hydrogen, halogen, cyano, nitro, C1-C6-alkylamino, di(C1-C6)alkylamino, COOH, C1-C6-alkyl, C3-C6-cycloalkyl, C1-C6-halo alkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C6-halocycloalkyl, C3-C6-halocycloalkyl-C1-C6-alkyl, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-haloalkoxy-C1-C6-alkyl, C1-C6-alkoxy-C1-C6-alkyloxy, cyano-C1-C6-alkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C2-C6-alkenyl, C3-C6-alkynyl, C1-C6-alkylthio, C1-C6-alkylcarbonyl, C3-C6-cycloalkylcarbonyl, C2-C6-alkenylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-alkylsulphonyl, C1-C6-haloalkylsulphonyl, C1-C6-alkylaminocarbonyl, di(C1-C6)alkylaminocarbonyl,
• Y2 is a radical from the group of hydrogen, halogen, cyano, nitro, C1-C6-alkylamino, di(C1-C6)alkylamino, COOH, C1-C6-alkyl, C3-C6-cycloalkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C6-halocycloalkyl, C3-C6-halocycloalkyl-C1-C6-alkyl, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-haloalkoxy-C1-C6-alkyl, C1-C6-alkoxy-C1-C6-alkyloxy, cyano-C1-C6-alkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C2-C6-alkenyl, C3-C6-alkynyl, SH, C1-C6-alkylthio, C1-C6-alkylcarbonyl, C3-C6-cycloalkylcarbonyl, C2-C6-alkenylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-alkylsulphonyl, C1-C6-haloalkylsulphonyl, C1-C6-alkylaminocarbonyl, di(C1-C6)alkylaminocarbonyl,
• Z is a radical from the group of hydrogen, cyano, nitro, L1(=G)C*, L1O(=G)C*, L3L4N(=G)C*, L1(=E)CL2N(=G)C*, L5S(═O)nL2N(=G)C*, L5O(=E)CL2N(=G)C*, L1L5N(=E)CL2N(=G)C*, L1(=O)nS*, L3L4N(═O)nS*, heterocyclyl, aryl, hetaryl, singly or multiply, identically or differently, M2-substituted C1-C8-alkyl, C3-C8-cycloalkyl, C2-C8-alkenyl, C5-C8-cycloalkenyl, C3-C8-alkynyl, singly or multiply, identically or differently, M6-substituted L5C(=E)L2N(=G)C—C1-C8-alkyl*, L5S(═O)nL2N(=G)C—C1-C8-alkyl*, L5OC(=E)L2N(=G)C—C1-C8-alkyl*, L1L5NC(=E)L2N(=G)C—C1-C8-alkyl*, L1(=O)nS—C1-C8-alkyl*, L3O(═O)nS—C1-C8-alkyl*, L3L4N(═O)nS—C1-C8-alkyl*,
• with the proviso that, when Q is Q-4, Z is not simultaneously hydrogen or unsubstituted C1-C8-alkyl, and with the proviso that Z is not hydrogen when W is NOH, and with the proviso that, when Q is Q-2, Z is not simultaneously hydrogen,
• M2 is halogen, cyano, nitro, NL9L10, OL9, SL9, L1(=G)C*, L3O(=G)C*, L3L4N(=G)C*, heterocyclyl, aryl, hetaryl, optionally singly or multiply, identically or differently, M3-substituted C1-C6-alkyl, C3-C6-cycloalkyl, C2-C6-alkenyl, C5-C6-cycloalkenyl, C3-C6-alkynyl, C1-C6-alkoxy,
• M3 is halogen, cyano, nitro, heterocyclyl, aryl, hetaryl, NL9L10, OL9, SL9, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C2-C6-alkenyl, C3-C6-alkynyl, C1-C6-alkoxy, C1-C6-haloalkoxy, L1(=G)C*, L3O(=G)C*, L3L4N(=G)C*, G and E are each independently oxygen or sulphur,
• n is 1 or 2,
• L1 and L5 are each independently heterocyclyl, aryl, hetaryl, optionally singly or multiply, identically or differently, M4-substituted C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C2-C6-alkenyl, C3-C6-alkynyl,
• M4 is halogen, cyano, nitro, heterocyclyl, aryl, hetaryl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, NL9L10, OL9, SL9,
• L2 is hydrogen, aryl, hetaryl, optionally singly or multiply, identically or differently, M5-substituted C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C2-C6-alkenyl, C3-C6-alkynyl,
• L3 and L4 are each independently hydrogen, heterocyclyl, aryl, hetaryl, optionally singly or multiply, identically or differently, M5-substituted C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C2-C6-alkenyl, C3-C6-alkynyl,
• M5 is halogen, cyano, nitro, heterocyclyl, aryl, hetaryl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, NL9L10, OL9, SL9,
• M6 is halogen, cyano, nitro, NL9L10, OL9, SL9, L1(=G)C*, L3O(=G)C*, L3L4N(=G)C*, heterocyclyl, aryl, hetaryl, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C3-C6-halocycloalkyl-C1-C6-alkyl, C2-C6-alkenyl, C5-C6-cycloalkenyl, C3-C6-alkynyl, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-haloalkoxy-C1-C6-alkyl,
• L9 and L10 are each independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C3-C6-halocycloalkyl-C1-C6-alkyl, cyano-C1-C6-alkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C3-C6-alkynyl, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-haloalkoxy-C1-C6-alkyl, C1-C6-alkylcarbonyl, C2-C6-alkenylcarbonyl, C3-C6-alkynylcarbonyl, C1-C6-haloalkylcarbonyl, C3-C6-cycloalkylcarbonyl, C3-C6-cycloalkyl-C1-C6-alkylcarbonyl, C2-C6-haloalkenylcarbonyl, C3-C6-halocycloalkylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-alkoxy-C1-C6-alkylcarbonyl, C1-C6-haloalkoxycarbonyl, C3-C6-cycloalkoxycarbonyl, aminocarbonyl, C1-C6-alkylaminocarbonyl, di(C1-C6)alkylaminocarbonyl, C3-C6-cycloalkylaminocarbonyl, C3-C6-cycloalkyl-C1-C6-alkylaminocarbonyl, aryl, hetaryl, heterocyclyl, aryl-C1-C6-alkyl, hetaryl-C1-C6-alkyl,
• in which, unless stated otherwise, the heterocyclyl, aryl and hetaryl radicals (including as part of a larger unit such as aryloxy, hetarylalkyl etc.) are optionally mono- or polysubstituted, identically or differently, by halogen, cyano, nitro, SH, hydroxyl, C1-C6-alkyl, C2-C6-alkenyl, C3-C6-alkynyl, C3-C6-cycloalkyl, C1-C6-haloalkyl, cyano-C1-C6-alkyl, C2-C6-haloalkenyl, C3-C6-haloalkynyl, C1-C6-alkoxy, C2-C6-alkenyloxy, C3-C6-alkynyloxy, C1-C6-haloalkoxy, C3-C6-halocycloalkyl, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-haloalkoxy-C1-C6-alkyl, C3-C6-cycloalkyl-C1-C6-alkyl, C3-C6-halocycloalkyl-C1-C6-alkyl, amino, C1-C6-alkylamino, di(C1-C6)alkylamino, C3-C6-cycloalkylamino, C3-C6-cycloalkyl-C1-C6-alkylamino, C1-C6-alkylcarbonylamino, C1-C6-haloalkylcarbonylamino, C1-C6-cycloalkylcarbonylamino, CO2H, SO3H, CONH2, SO2NH2, C1-C6-alkylcarbonyl, C2-C6-alkenylcarbonyl, C3-C6-alkynylcarbonyl, C1-C6-haloalkylcarbonyl, C3-C6-cycloalkylcarbonyl, C3-C6-cycloalkyl-C1-C6-alkylcarbonyl, C2-C6-haloalkenylcarbonyl, C3-C6-halocycloalkylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-alkoxy-C1-C6-alkylcarbonyl, C1-C6-haloalkoxycarbonyl, C3-C6-cycloalkoxycarbonyl, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulphinyl, C1-C6-haloalkylsulphinyl, C1-C6-alkylsulphonyl, C1-C6-haloalkylsulphonyl, C1-C6-alkylaminosulphonyl, C1-C6-haloalkylaminosulphonyl, di(C1-C6)alkylaminosulphonyl, C1-C6-alkylaminocarbonyl, di(C1-C6)alkylaminocarbonyl, C1-C6-alkylcarbonyloxy, C1-C6-haloalkylcarbonyloxy, C1-C6-alkoxycarbonyloxy, C1-C6-haloalkoxycarbonyloxy, aryl, hetaryl, aryloxy, hetaryloxy,
• with the proviso that, when Y2 is methyl and Z is phenyl-C1-C6-alkyl, the phenyl ring in the ortho position is not substituted by alkoxy or by arylalkoxy, with the proviso that Z is not 3,5-dimethyl-1,2-oxazol-4-ylmethyl when A and D are each CH and, at the same time, X is a free electron pair, W is oxygen, Q is Q-1 and R3, Y1 and Y2 are each hydrogen, and with the proviso that compounds of the formulae (G1), (G2) and (G4) are excluded.