Pesticidal compounds

Abstract

A compound of formula (I) wherein R1 to R4 are, for example, each hydrogen, R5 is pyridyl, which has one or more substituents at least one of which is, for example, a 5 membered heterocycle; 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 one or more substituents, provided at least one of which is an unsubstituted or substituted aromatic heterocycle (HET); 
 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; 
 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 . The compound according to  claim 1 , wherein R1, R2, R3 and R4 are hydrogen; R5 is pyridyl, which has one or more substituents, provided at least one of which is an unsubstituted or substituted aromatic heterocycle (HET); R6 is hydrogen or C1-C4-alkyl; R7 is hydrogen, C1-C4-alkylcarbonyl or C1-C4-alkoxycarbonyl; A1, A2, A3, A4 and A5, independently of each other, are N, C—H or C—X; and X is a halogen, cyano or C1-C4-haloalkyl. 
     
     
         3 . The compound according to  claim 1  wherein the HET contains an aromatic 5-membered or 6-membered heterocycle having 1 to 3 heteroatoms independently selected from N, O and S, wherein if a sulphur and/or oxygen atom is present in the 5-membered heterocycle, then only one sulfur and/or one oxygen atom is present in the ring. 
     
     
         4 - 5 . (canceled) 
     
     
         6 . The compound according to  claim 1  wherein HET is unsubstituted. 
     
     
         7 . The compound according to  claim 1  wherein HET is substituted by 1 to 3 substituents independently selected from halogen, cyano, formyl, C1-C4-alkyl, C1-C4-alkylsulfanyl, C1-C4-alkoxy, and C1-C4-alkylcarbonyl. 
     
     
         8 . The compound according to  claim 7  wherein HET is substituted by 1 to 3 substituents independently selected from halogen and cyano. 
     
     
         9 . The compound according to  claim 1  wherein the pyridyl at R5 is 2-pyridyl, 3-pyridyl or 4-pyridyl. 
     
     
         10 . The compound according to  claim 9  wherein the pyridyl at R5 is 2-pyridyl. 
     
     
         11 . The compound according to  claim 1  wherein the pyridyl R5 has two substituents, wherein one is a HET, and the other substituent is a halogen, 
     
     
         12 . The compound according to  claim 1  wherein R5 is 2-pyridyl having one substituent, which is HET. 
     
     
         13 . The compound according to  claim 1  wherein R5 is 2-pyridyl having two substituents, wherein one is a HET, and the other substituent is a halogen. 
     
     
         14 . The compound according  claim 12  wherein R5 is 2-pyridyl and HET is at position 5 on the pyridyl. 
     
     
         15 . The compound according to  claim 13  wherein R5 is 2-pyridyl with the HET at position 5 and the second substituent at position 3. 
     
     
         16 - 17 . (canceled) 
     
     
         18 . The compound according to  claim 1  wherein A1 to A5 is independently selected from C—H and C—X. 
     
     
         19 . The compound according  claim 18  wherein at least one of A1 to A5 is C—X. 
     
     
         20 - 23 . (canceled) 
     
     
         24 . The compound according to  claim 1  wherein X in CX of the A1 to A5 is, independently selected from, halogen and C1-C2-haloalkyl. 
     
     
         25 - 26 . (canceled) 
     
     
         27 . The compound according to  claim 1 , wherein R1, R2, R3 and R4 are each hydrogen; R5 is pyridyl, which has one or more substituents, provided at least one of which is an aromatic heterocycle (HET) selected from (a) pyridyl, pyrimidinyl, pyrazinyl, isoquinolinyl, furyl, thiophenyl, pyrazolyl, oxazolyl, benzofuranyl and benzothiophenyl, pyridazinyl, thiazolyl, which rings are unsubstituted or substituted by C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-alkylthio or halogen, (b) pyrazolyl and imidazolyl, which rings are unsubstituted or substituted by C1-C4-alkyl, (3) oxazolyl, (4) furanyl and benzofuranyl, which rings are unsubstituted or substituted by C1-C4-alkyl, —C(O)H or —C(O)C1-C4-alkyl or (5) thiophenyl and thionaphthyl, which rings are unsubstituted or substituted by C1-C4-alkyl, halogen, cyano, —C(O)H or —C(O)C1-C4-alkyl or (6) [1,2,5]Oxadiazolo[3,4-b]pyridine or Pyrido[2,3-b]pyrazine, which rings are unsubstituted or substituted by C1-C4-alkyl or halogen; R6 and R7 are each hydrogen; A1, A2, A3, A4 and A5, independently of each other, are C—H or C—X; and X is a halogen or C1-C4-haloalkyl. 
     
     
         28 - 29 . (canceled) 
     
     
         30 . A composition comprising a compound defined in  claim 1  and a agronomicaly carrier and optionally one or more customary formulation auxiliaries. 
     
     
         31 . The composition according to  claim 30  further comprising one or more other biologically active compounds. 
     
     
         32 - 34 . (canceled) 
     
     
         35 . 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 . 
     
     
         36 - 47 . (canceled)