Pesticidal compounds

Abstract

A compound of formula (I) wherein R1 to R4 are, for example, each hydrogen, R5 is pyridyl, which has two or more substituents selected, for example, from halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, and cyano; R6 is, for example, hydrogen; R7 is, for example, hydrogen, cyano, hydroxyl, formyl, C1-C4-alkyl, C1-C4-alkoxy, C2-C4-alkenyl, or C2-C4-alkynyl; and A1 to A5 are, independently selected, from, for example, N, and C—H; and its use as a pesticidal agent.

1 . A compound of the formula (I) wherein 
       
         
           
           
               
               
           
         
         wherein 
         R1 is methyl or a halogen; 
         R2 is methyl or a halogen; 
         R3 is methyl or a halogen; 
         R4 is methyl or a halogen; 
         R5 is pyridyl, which has two or more substituents selected independently from each other from halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkylsulfanyl, C1-C4-haloalkylsulfanyl, C1-C4-alkylsulfinyl, C1-C4-haloalkylsulfinyl, C1-C4-alkylsulfonyl, C1-C4-haloalkylsulfonyl, C3-C6-cycloalkyl, which cycloalkyl is unsubstituted or substituted by one or more substituents Rx; 
         R6 is hydrogen or C1-C4-alkyl; 
         R7 is hydrogen, cyano, hydroxyl, formyl, C1-C4-alkyl, C1-C4-alkoxy, C2-C4-alkenyl, C2-C4-alkynyl, C1-C4-alkoxy-C1-C4-alkyl, C1-C4-cyanoalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxycarbonyl, benzyl, C3-C6-cycloalkylcarbonyl or C3-C6-cycloalkoxycarbonyl; 
         A1 is N, C—H or C—X; 
         A2 is N, C—H or C—X; 
         A3 is N, C—H or C—X; 
         A4 is N, C—H or C—X; 
         A5 is N, C—H or C—X; 
         X is a halogen, OH, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy or C1-C4-haloalkoxy; 
         Rx, independently of each other, is selected from halogen, C1-C4-alkyl, and C1-C4-haloalkyl; 
         with the proviso that at most three of A1 to A5 are N; 
         as well as its acceptable salts, enantiomers, diastereomers, tautomers, and N-oxides. 
       
     
     
         2 . (canceled) 
     
     
         3 . The compound according to  claim 1 , wherein the pyridyl in R5 has two substituents. 
     
     
         4 . The compound according to  claim 1  wherein the pyridyl in R5 has as one of its substituents a C3-C6-cycloalkyl, which cycloalkyl is unsubstituted or substituted by one or more substituents Rx; wherein Rx, independently of each other, is selected from halogen and C1-C4-haloalkyl. 
     
     
         5 . A compound of the formula (I) defined in  claim 1 , wherein
 R1, R2, R3 and R4 are each methyl or a halogen;   R5 is pyridyl, which has two or more substituents selected independently from each other from halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C3-C6-cycloalkyl, which cycloalkyl is unsubstituted or substituted by one or more substituents Rx;   R6 is hydrogen or C1-C4-alkyl;   R7 is hydrogen, C1-C4-alkylcarbonyl or C1-C4-alkoxycarbonyl;   A1, A2, A3, A4 and AS are, independently of each other, N, C—H or C—X;   X, independently of each other, is a C1-C4-alkylsulfanyl, C1-C4-haloalkylsulfanyl, C1-C4-alkylsulfinyl, C1-C4-haloalkylsulfinyl, C1-C4-alkylsulfonyl, or C1-C4-haloalkylsulfonyl; and   Rx, independently of each other, is selected from halogen and C1-C4-haloalkyl.   
     
     
         6 . The compound according to  claim 5  wherein X is, independently of each other, a C1-C2-alkylsulfanyl, C1-C2-haloalkylsulfanyl, C1-C2-alkylsulfinyl, C1-C2-haloalkylsulfinyl, C1-C2-alkylsulfonyl, or C1-C2-haloalkylsulfonyl. 
     
     
         7 .- 11 . (canceled) 
     
     
         12 . The compound according to  claim 1 , wherein the substituents on the pyridyl at R5 are selected, independently from each other, from halogen, cyano, C1-C2-alkyl, C1-C2-haloalkyl or C3-C4-cycloalkyl, which cycloalkyl is unsubstituted or substituted by one or more substituents Rx, wherein Rx is, independently selected, from halogen, C1-C4-alkyl, and C1-C4-haloalkyl. 
     
     
         13 . The compound according to  claim 1 , wherein there is one substituent Rx on cycloalkyl, which is selected from halogen, C1-C2-alkyl, and C1-C2-haloalkyl, such as chlorine, fluorine, methyl, and trifluoromethyl. 
     
     
         14 . The compound according to  claim 1 , wherein the two or more substituents on the pyridyl at R5 are independently selected from a halogen, such as chlorine, fluorine and bromine. 
     
     
         15 . The compound according to  claim 1  wherein R5, which is pyridyl, has two substituents selected, independently from each other, from halogen, and C1-C2-haloalkyl. 
     
     
         16 . The compound according to claim  8  wherein R5 is 2-pyridyl having two substituents at positions 3 and 5. 
     
     
         17 . The compound according to claim  8  wherein R5 is 3-pyridyl having two substituents at positions 2 and 6. 
     
     
         18 . The compound according to claim  8  wherein R5 is 4-pyridyl having two substituents at positions 3 and 5 or positions 2 and 3. 
     
     
         19 .- 34 . (canceled) 
     
     
         35 . The compound according to  claim 1 , wherein R1, R2, R3 and R4 are each methyl or a halogen;
 R5 is pyrid-2-yl or pyrid-3-yl, which has two substituents selected independently from each other from halogen, cyano, C1-C4-haloalkyl, and C3-C6-cycloalkyl, which cycloalkyl is optionally substituted by one Rx; R6 is hydrogen or methyl; R7 is hydrogen; A1, A2, A3, A4 and AS are, independently of each other, N, C—H or C—X, where   X is a halogen, C1-C4-alkyl or C1-C4-haloalkyl; with the proviso that one of A1 to AS are N; and Rx is selected from halogen, C1-C4-alkyl, and C1-C4-haloalkyl.   
     
     
         36 . The compound according to  claim 1 , wherein R1 to R4 are each methyl or a halogen; R5 is pyrid-2-yl substituted in 3- and 5-position, independently of each other, by C3-C4-cycloalkyl, which cycloalkyl is optionally substituted by one Rx, C1-C2-haloalkyl, halogen or cyano; R6 and R7 are each hydrogen; A1 is C-CF3, A2 to A4 is CH and A5 is CH or N; and Rx is selected from halogen, C1-C4-alkyl, and C1-C4-haloalkyl. 
     
     
         37 . The compound according to  claim 1 , wherein R1 to R4 are each methyl or a halogen; R5 is pyrid-3-yl substituted in 2- and 6-position, independently of each other, by C3-C4-cycloalkyl, which cycloalkyl is optionally substituted by one Rx, C1-C2-haloalkyl, halogen or cyano; R6 and R7 are each hydrogen; A1 is C-CF3, A2 to A4 are each CH and A5 is CH or N; and Rx is selected from halogen, C1-C4-alkyl, and C1-C4-haloalkyl. 
     
     
         38 . The compound according to  claim 36 , wherein the R5 is pyrid-2-yl substituted in 3- and 5-position, independently of each other, by a C3-C4-cycloalkyl, which cycloalkyl is optionally substituted by one Rx, and a substituent selected from C1-C2-haloalkyl, halogen or cyano; and Rx is selected from halogen, C1-C4-alkyl, and C1-C4-haloalkyl. 
     
     
         39 . A composition comprising a compound defined in  claim 1  and a agronomically carrier and optionally one or more customary formulation auxiliaries. 
     
     
         40 . The composition according to  claim 18  further comprising one or more other biologically active compounds. 
     
     
         41 .- 43 . (canceled) 
     
     
         44 . A treated plant propagation material, wherein adhered to the plant propagation material is an effective amount of a compound of formula (I) as defined in  claim 1 . 
     
     
         45 .- 58 . (canceled)