Cyclic guanidine derivatives and their use as pesticides

Abstract

The invention relates to novel guanidine derivatives of the formula (I) in which A, R 1 , R 2 , R 3 and Z are as defined in the description, to a process for their preparation and to their use for controlling animal pests.

1 . Compounds of the formula (I)  
       
         
           
           
               
               
           
         
       
       in which 
 R 1  represents a five- or six-membered heterocycle which contains 1, 2, 3 or 4 nitrogen atoms and/or one or two oxygen or sulfur atoms as heteroatom ring members—where the number of heteroatoms is 1, 2, 3 or 4—and which is optionally substituted by halogen, cyano, nitro, alkyl, halogenoalkyl, alkenyl, halogenoalkenyl, alkinyl, alkoxy, halogenoalkoxy, alkenyloxy, halogenoalkenyloxy, alkinyloxy, alkylthio, halogenoalkylthio, alkenylthio, halogenoalkenylthio, alkinylthio, alkylsulfinyl, halogenoalkylsulfinyl, alkylsulfonyl, halogenoalkylsulfonyl, amino, alkylamino, dialkylamino, aryl, arylthio, arylamino, aralkyl, formylamino, alkylcarbonylamino, formyl, carbamoyl, alkylcarbonyl and/or alkoxycarbonyl,  
 R 2  represents hydrogen or alkyl,  
 R 3  represents a radical from the group consisting of —OR 4 , —OCOR 5 , —OCOOR 6 , —OCONR 7 R 8  and —OSO 2 R 9  and —S(O) n R 10 , where 
 R 4 , R 5 , R 6  and R 10  independently of one another represent a radical from the group consisting of alkyl, alkoxyalkyl, halogenoalkyl, alkenyl, alkinyl, alkylaminoalkyl, dialkylaminoalkyl, optionally substituted cycloalkyl and in each case optionally substituted phenyl and benzyl, 
 n represents 0, 1 or 2,  
 R 7  and R 8  independently of one another represent a radical from the group consisting of hydrogen, alkyl, alkenyl and in each case optionally substituted phenyl and benzyl and  
 R 9  represents alkyl or optionally substituted phenyl,  
 
 A represents oxygen, sulfur or the group —NR 11 , where 
 R 11  represents a radical from the group consisting of alkyl, alkenyl, alkinyl, alkoxy, optionally substituted cycloalkyl or optionally substituted aralkyl and  
 Z represents cyano or nitro.  
 
 
 
     
     
         2 . Process for preparing compounds of the formula (1) according to  claim 1 , characterized in that compound's of the formula (II)  
       
         
           
           
               
               
           
         
       
       in which 
 R 1 , A and Z are as defined above  
 are reacted with compounds of the formula (III)  
                     
 in which  
 R 2  and R 3  are as defined above and  
 X represents halogen,  
 in the presence of a base and, if appropriate in the presence of a diluent.  
 
     
     
         3 . Pesticides, characterized in that they comprise at least one compound of the formula (I)/according to  claim 1 .  
     
     
         4  Use of compounds of the formula (I) according to  claim 1  for controlling pests.  
     
     
         5 . Method for controlling pests, characterized in that compounds of the formula (I) according to  claim 1  are allowed to act on pests and/or their habitat.  
     
     
         6 . Process for preparing pesticides, characterized in that compounds of the formula (I) according to  claim 1  are mixed with extenders and/or surfactants.  
     
     
         7 . Use of compounds of the formula (I) according to  claim 1  for preparing pesticides.