Pyrimidinium compounds and their mixtures for combating animal pests

Abstract

The present invention relates to pyrimidinium compounds of formula (1), to the stereoisomers, salts, tautomers and N-oxides thereof, their mixtures and to compositions comprising such compounds or mixtures. The invention also relates to methods and uses of these pyrimidinium compounds and of compositions thereof, for combating and controlling animal pests. Furthermore, the invention relates also to pesticidal methods of applying such substituted pyrimidinium compounds.The pyrimidinium compounds of the present invention are defined by the following general formula (I):wherein R1, R2 and Het are defined as in the description.

1 .- 18 . (canceled) 
     
     
         19 . A compound of formula I-1 or a salt thereof: 
       
         
           
           
               
               
           
         
         with an enantiomeric excess of at least 90% of compound I-R-1 or a salt thereof: 
       
       
         
           
           
               
               
           
         
       
     
     
         20 . The compound of  claim 19 , wherein the enantiomeric excess of the compound I-R-1 or the salt thereof is at least 95%. 
     
     
         21 . The compound of  claim 19 , wherein the enantiomeric excess of the compound I-R-1 or the salt thereof is at least 98%. 
     
     
         22 . The compound of  claim 19 , wherein:
 the compound I-R-1 or the salt thereof is present in an amount from ≥95% to ≤100%, and   a compound I-S-1 or a salt thereof is present in an amount from ≤5% to ≥0%:   
       
         
           
           
               
               
           
         
       
     
     
         23 . The compound of  claim 22 , wherein:
 the compound I-R-1 or the salt thereof is present in an amount from ≥98% to ≤100%, and   the compound I-S-1 or the salt thereof is present in an amount from ≤2% to ≥0%.   
     
     
         24 . A pesticidal mixture comprising:
 the compound of  claim 19  as compound I; and   a further pesticidal compound as compound II.   
     
     
         25 . The pesticidal mixture of  claim 24 , wherein the ratio of the compound I and the compound II is between 1000:1 to 1:1000. 
     
     
         26 . A pesticidal composition comprising a liquid or solid carrier and the compound of  claim 19 . 
     
     
         27 . A method for controlling insects, acarids or nematodes comprising contacting an insect, acarid or nematode or their food supply, habitat, breeding grounds or their locus with the compound of  claim 19 . 
     
     
         28 . A method of protecting plants from attack or infestation by insects, acarids or nematodes comprising contacting the plant, or the soil or water in which the plant is growing, with a pesticidally effective amount of the compound of  claim 19 . 
     
     
         29 . A method for protection of plant propagation material comprising contacting the plant propagation material with the mixture of  claim 19  in pesticidally effective amounts. 
     
     
         30 . The method of  claim 28 , wherein the plants are rice plants. 
     
     
         31 . A seed comprising the compound of  claim 19  in an amount of from 0.1 g to 10 kg per 100 kg of seeds. 
     
     
         32 . A compound of formula I-R-1 or a salt thereof: