Processes for the preparation of pesticidal compounds

Abstract

The present application provides processes for making pesticidal compounds and compounds useful both as pesticides and in the making of pesticidal compounds.

1 . A process comprising:
 (a) reacting 3-hydrazinopyridine dihydrochloride with methyl acrylate, under basic conditions, to yield 1-(pyridin-3-yl)pyrazolidin-3-one; and   (b) chlorinating 1-(pyridine-3-yl)pyrazolidin-3-one with phosphoryl chloride (POCl 3 ) to yield dihydropyrazole chloride (5a)   
       
         
           
           
               
               
           
         
       
     
     
         2 .- 3 . (canceled) 
     
     
         4 . A process comprising reducing 3-(3-chloro-4-nitro-1H-pyrazol-1-yl)pyridine (5c) to yield 3-chloro-1-(pyridin-3-yl)-1H-pyrazol-4-amine (5d) 
       
         
           
           
               
               
           
         
       
     
     
         5 .- 7 . (canceled) 
     
     
         8 . A process comprising
 (a) reacting 3-chloro-N-ethyl-1-(pyridin-3-yl)-1H-pyrazol-amine (5d) with 3-chloropropionyl chloride to yield 3-chloro-N-(3-chloro-1-(pyridin-3-yl)-1H-pyrazol-4-yl)-N-ethylpropanamide (5e);   
       
         
           
           
               
               
           
         
         (b) reacting compound (5e) with HSR 1    
         wherein, 
         R 1  is selected from the group consisting of C 1 -C 4 -haloalkyl and C 1 -C 4 -alkyl-C 3 -C 6 -halocycloalkyl to yield pesticidal thioether (5f) 
       
       
         
           
           
               
               
           
         
       
     
     
         9 .- 31 . (canceled)