Heteroaryl-triazole and heteroaryl-tetrazole compounds as pesticides

A compound of formula (I),

• in which
• X is O or S;
• Q1 and Q2 are independently CR5 or N, provided at least one of Q1 and Q2 is N;
• Y is a direct bond or CH2;
• R1 is hydrogen;
• C1-C6alkyl optionally substituted with one substituent selected from —CN, —CONH2, —COOH, —NO2 and —Si(CH3)3;
• C1-C6haloalkyl;
• C2-C6alkenyl;
• C2-C6haloalkenyl;
• C2-C6alkynyl;
• C2-C6haloalkynyl;
• C3-C4cycloalkyl-C1-C2alkyl- wherein the C3-C4cycloalkyl is optionally substituted with one or two halogen atoms;
• oxetan-3-yl-CH2- or benzyl optionally substituted with halogen atoms or C1-C3haloalkyl;
• R2 is phenyl, pyridine, pyrimidine, pyrazine or pyridazine, wherein the phenyl, pyridine, pyrimidine, pyrazine or pyridazine is optionally substituted with one to three substituents, provided the substituent(s) are not on either carbon adjacent to the carbon bonded to the C═X-group, each independently selected from the group consisting of C1-C3alkyl, C1-C3haloalkyl, C1-C3haloalkylthio, C1-C3alkoxy, C1-C3haloalkoxy, halogen, —NO2, —SF5, —CN, —CONH2, —COOH and —C(S)NH2;
• R3 is C1-C3alkyl or C1-C3haloalkyl;
• R4 is pyridine, pyrimidine, pyrazine or pyridazine, wherein the pyridine, pyrimidine, pyrazine or pyridazine is substituted with two to three substituents independently selected from the group consisting of
• halogen, hydroxy, —CN, —COOH, —CONH2, —CSNH2, —NO2, —NH2, C1-C6alkyl, optionally substituted C3-C6cycloalkyl, C1-C3haloalkyl, C1-C4alkoxy, C1-C3haloalkoxy, C1-C6alkylthio, C1-C6alkylsulfinyl, C1-C6alkylsulfonyl, C3-C6cycloalkylsulfanyl, C3-C6cycloalkylsulfinyl, C3-C6cycloalkylsulfonyl, C1-C3haloalkylthio, C1-C3haloalkylsulfinyl, C1-C3haloalkylsulfonyl, —NH(C1-C4alkyl), —N(C1-C4alkyl)2, —NHCO—C1-C4alkyl, —N(C1-C4alkyl)CO—C1-C4alkyl, —CO2C1-C4alkyl, —CONH(C1-C4alkyl), —CON(C1-C4alkyl)2, —C(═NOC1-C4alkyl)H, —C(═NOC1-C4alkyl)-C1-C4alkyl;
• and phenyl and 5- to 6-membered heteroaryl, wherein the phenyl or 5- to 6-membered heteroaryl is optionally substituted with one to two substituents, each independently selected from the group consisting of halogen, —CN, C1-C6alkyl, C1-C3haloalkyl and C1-C4alkoxy;
• or
• R4 is pyridine, pyrimidine, pyrazine or pyridazine, wherein the pyridine, pyrimidine, pyrazine or pyridazine is substituted with a total of one to three substituent(s), provided at least one and up to three substituent(s) are independently selected from group A consisting of
• —CN, —COOH, —CONH2, —CSNH2, —NO2, —NH2, C5-C6cycloalkyl, substituted C3-C4cycloalkyl, C1-C4haloalkoxy, C1-C6alkylthio, C1-C6alkylsulfinyl, C1-C6alkylsulfonyl, C3-C6cycloalkylsulfanyl, C3-C6cycloalkylsulfinyl, C3-C6cycloalkylsulfonyl, C1-C3haloalkylthio, C1-C3haloalkylsulfinyl, C1-C3haloalkylsulfonyl, —NH(C1-C4alkyl), —N(C1-C4alkyl)2, —NHCO—C1-C4alkyl, —NHCO—C1-C4haloalkyl, —NHCO—C1-C4cyanoalkyl, —NHCO—C3-C6cycloalkyl, wherein the cycloalkyl is optionally substituted with one to three substituents selected from the group consisting of cyano, halogen, C1-C3alkyl and C2-C4haloalkenyl;
• —NHCO—C1-C4alkyl-C3-C6cycloalkyl, —NHCO-phenyl, wherein the phenyl is optionally substituted with one to two substituents selected from the group consisting of halogen, CN, C1-C6alkyl and C1-C3haloalkyl;
• —N(SO2C1-C3alkyl)2, —NH(SO2C1-C3alkyl), —N(C1-C4alkyl)CO—C1-C4alkyl, —NHSO2C1-C4haloalkyl, —NHCS—C1-C4alkyl, —NHCS—C3-C5cycloalkyl, —NHCS—C1-C4alkyl-C3-C5cycloalkyl, —CO2C1-C4alkyl, —CONH(C1-C5alkyl), wherein the alkyl is optionally substituted with one to three substituents selected from the group consisting of cyano and halogen;
• —CON(C1-C4alkyl)2, —CONH—C3-C5cycloalkyl, wherein the cycloalkyl is optionally substituted with one to three substituents selected from the group consisting of cyano and halogen;
• —CON(C1-C5alkyl)(C3-C5cycloalkyl), CONH-phenyl, wherein the phenyl is optionally substituted with one to three substituents selected from the group consisting of cyano and halogen;
• —CONHSO2-C1-C4alkyl, —C(═NOC1-C4alkyl)H, —C(═NOC1-C4alkyl)-C1-C4alkyl;
• and phenyl and 5- to 6-membered heteroaryl, wherein the phenyl or 5- to 6-membered heteroaryl is optionally substituted with one to two substituents, each independently selected from the group consisting of halogen, —CN, C1-C6alkyl, C1-C3haloalkyl and C1-C4alkoxy;
• the other one to two optional substituent(s) are each independently selected from group B consisting of
• halogen, hydroxy, —CN, —COOH, —CONH2, —NO2, —NH2, C1-C6alkyl, C3-C6cycloalkyl, C1-C3haloalkyl, C1-C4alkoxy, C1-C3haloalkoxy, C1-C6alkylthio, C1-C6alkylsulfinyl, C1-C6alkylsulfonyl, C3-C6cycloalkylsulfanyl, C3-C6cycloalkylsulfinyl, C3-C6cycloalkylsulfonyl, C1-C3haloalkylthio, C1-C3haloalkylsulfinyl, C1-C3haloalkylsulfonyl, —NH(C1-C4alkyl), —N(C1-C4alkyl)2, —NHCO—C1-C4alkyl, —N(C1-C4alkyl)CO—C1-C4alkyl, —CO2C1-C4alkyl, —CONH(C1-C4alkyl), —CON(C1-C4alkyl)2, —C(═NOC1-C4alkyl)H, —C(═NOC1-C4alkyl)-C1-C4alkyl;
• and phenyl and 5- to 6-membered heteroaryl, wherein the phenyl or 5- to 6-membered heteroaryl is optionally substituted with one to two substituents, each independently selected from the group consisting of halogen, —CN, C1-C6alkyl, C1-C3haloalkyl and C1-C4alkoxy;
• or
• R4 is a 5-membered heteroaryl optionally substituted with one to three substituents independently selected from the group consisting of
• halogen, hydroxy, —CN, —COOH, —CONH2, —CSNH2, —NO2, —NH2, C1-C6alkyl, C3-C6cycloalkyl, C1-C3haloalkyl, C1-C4alkoxy, C1-C3haloalkoxy, C1-C6alkylthio, C1-C6alkylsulfinyl, C1-C6alkylsulfonyl, C3-C6cycloalkylsulfanyl, C3-C6cycloalkylsulfinyl, C3-C6cycloalkylsulfonyl, C1-C3haloalkylthio, C1-C3haloalkylsulfinyl, C1-C3haloalkylsulfonyl, —NH(C1-C4alkyl), —N(C1-C4alkyl)2, —NHCO—C1-C4alkyl, —N(C1-C4alkyl)CO—C1-C4alkyl, —CO2C1-C4alkyl, —CONH(C1-C4alkyl), —CON(C1-C4alkyl)2, —C(═NOC1-C4alkyl)H, —C(═NOC1-C4alkyl)-C1-C4alkyl;
• and phenyl and 5- to 6-membered heteroaryl, wherein the phenyl or 5- to 6-membered heteroaryl is optionally substituted with one to two substituents, each independently selected from the group consisting of halogen, —CN, C1-C6alkyl, C1-C3haloalkyl and C1-C4alkoxy;
• or
• R4 is a heterocyclic ring which is selected from the group consisting of 4- to 10-membered saturated or partially unsaturated heterocyclyl, 9-membered heteroaryl and 10-membered heteroaryl, each of which is optionally substituted by one to three substituents independently selected from the group consisting of
• halogen, ═O (oxo), hydroxy, —CN, —COOH, —CONH2, —CSNH2, —NO2, —SF5, —NH2, C1-C6alkyl, C3-C6cycloalkyl, C3-C6cycloalkyl-C1-C6alkyl, C1-C3haloalkyl, C1-C4alkoxy, C1-C3haloalkoxy, C1-C6alkylthio, C1-C6alkylsulfinyl, C1-C6alkylsulfonyl, C3-C6cycloalkylsulfanyl, C3-C6cycloalkylsulfinyl, C3-C6cycloalkylsulfonyl, C1-C3haloalkylthio, C1-C3haloalkylsulfinyl, C1-C3haloalkylsulfonyl, —NH(C1-C4alkyl), —N(C1-C4alkyl)2, —NHCO—C1-C4alkyl, —N(C1-C4alkyl)CO—C1-C4alkyl, —CO2C1-C4alkyl, —CONH(C1-C4alkyl), —CON(C1-C4alkyl)2, —C(═NOC1-C4alkyl)H, —C(═NOC1-C4alkyl)-C1-C4alkyl;
• and phenyl and 5- to 6-membered heteroaryl, wherein the phenyl or 5- to 6-membered heteroaryl is optionally substituted with one to two substituents, each independently selected from the group consisting of halogen, —CN, C1-C6alkyl, C1-C3haloalkyl and C1-C4alkoxy;
• R5 is hydrogen, halogen, —CN, C1-C3alkyl, C1-C3haloalkyl, C3-C4cycloalkyl, C1-C3alkoxy, C1-C3haloalkoxy, —C(O)C1-C3alkoxyC, —CH(C1-C3alkoxy)2, —CO2C1-C4alkyl, —CONH(C1-C4alkyl), —CON(C1-C4alkyl)2, —NHCO—C1-C4alkyl, —N(C1-C4alkyl)CO—C1-C4alkyl, —C(═NOC1-C4alkyl)H, or —C(═NOC1-C4alkyl)-C1-C4alkyl.