Fungicidal combinations comprising a glyoxalic acid methyl ester-o-methyloxime derivatives

Abstract

A method of combating phytopathogenic diseases on crop plants which comprises applying to the crop plants or the locus thereof being infested with said phytopathogenic disease an effective amount of a combination of a) 2-[α-{[(α-methyl-3-trifluoromethyl-benzyl)imino]-oxy}-o-tolyl]-glyoxalic acid methyl ester-O methyloxime (I) in association with b) a broad variety of other plant fungicides is particularly effective in combating or preventing diseases of crop plants. These combinations exhibit synergistic fungicidal activity.

1 . A method of combating phytopathogenic diseases on crop plants which comprises applying to the crop plants or the locus thereof being infested with said phytopathogenic disease, in admixture or separately, an effective amount of a combination of a first component
 a) 2-[α-{[(α-methyl-3-trifluoromethyl-benzyl)imino]-oxy}-o-tolyl]-glyoxalic acid methyl ester-O-methyloxime (1)   in association with   b) a second component selected from either an anilide of formula IIB   
     
       
         
         
             
             
         
       
     
     wherein R 1  is fluorine or chlorine; or
 a carbamate of formula IIC 
 
     
       
         
         
             
             
         
       
     
     wherein X is N or CH, and R 2  is 4-CH 3 , 4-Cl or 2,4-dichloro; or
 a compound IID 
 methyl(2)-2-{2-[6-(trifluoromethyl)pyrid-2-yloxymethyl]-phenyl}-3-methoxyacrylate; or 
 a compound IIE 
 (E)-N-methyl-2-[2-(2,5-dimethylphenoxymethyl)phenyl]-2-methoxy-iminoacetamide; or 
 a compound of formula IIF 
 
     
       
         
         
             
             
         
       
     
     wherein R 3  is methyl or ethyl; or
 a (S)-valinamide of formula IIG 
 
     
       
         
         
             
             
         
       
     
     wherein R 4  is isopropyl, sec.-butyl or tert.-butyl, and
 R 5  is 4-chlorophenyl, 4-methylphenyl, 4-methoxyphenyl or β-naphthyl, and 
 wherein the asymmetric center is preferably (R); or 
 a (S)-valinamide of formula IIH 
 
     
       
         
         
             
             
         
       
     
     wherein R 6  is isopropyl, sec.-butyl or tert.-butyl, R 7  is halogen, methyl or methoxy and
 n is 0, 1 or 2; or 
 a compound IIJ 
 N-methyl-2-[2-{α-methyl-3-(trifluoromethyl)benzyloximinomethyl}phenyl]-2-methoximinoacetamide; or 
 a compound of formula IIK 
 
     
       
         
         
             
             
         
       
     
     wherein R 8  is halogen or C 1 -C 4 -alkyl, preferably chlorine; or
 a compound IIL 
 N-(3′-(1′-chloro-3-methyl 2′-oxopentan))-3,5-dichloro-4-methylbenzamide; or 
 a compound IIM 
 (S)-1-anilino-4-methyl-2-methylthio-4-phenylimidazolin-5-one; or 
 a compound of formula IIN 
 
     
       
         
         
             
             
         
       
       a compound of formula IIP 
     
     
       
         
         
             
             
         
       
       a compound IIQ 
       N-methyl-2-[α-{[(α-methyl-3-trifluoromethyl-benzyl)imino]-oxy}-o-tolyl]-glyoxalic acidamide-O-methyloxime. 
     
   
   
       2 . A method according to  claim 1  wherein the components b) is selected from the compounds of formula IIB, IIG, IIH, IIK and IIL. 
   
   
       3 . A method according to  claim 1  wherein the component b) is selected from the group comprising IIC, IID, IIE, IIF and IIJ. 
   
   
       4 . A method according to  claim 1  wherein the component b) is selected from the group comprising IIM, IIN, IIP or IIQ. 
   
   
       5 . A method according to any of  claims 1  to  4  wherein the components a) and b) are applied in a quantity producing a synergistic disease controlling effect, specially a fungicidal effect. 
   
   
       6 . A fungicidal composition comprising a fungicidally effective combination of
 a) a compound I according to  claim 1  in association with   b) either a compound of formula IIB, or   a compound of formula IIC, or   a compound IID, or   a compound IIE, or   a compound of formula IIF, or   a compound of formula IIG, or   a compound of formula IIH, or   a compound IIJ, or   a compound of formula IIK, or   a compound IIL, or   a compound of formula IIM, or   a compound of formula IIN, or   a compound of formula IIP, or   a compound IIQ   as defined in  claim 1 .   
   
   
       7 . A composition according to  claim 6  the weight ratio of a) to b) is between 10:1 and 1:20. 
   
   
       8 . A composition according to  claim 6  wherein the component b) is selected from the group comprising IIB, IIG, IIH, IIK and IIL. 
   
   
       9 . A composition according to  claim 6  wherein the component b) is selected from the group comprising IIC, IID, IIE, IIF and IIJ. 
   
   
       10 . A composition according to  claim 6  wherein the component b) is selected from the group comprising IIM, IIN, IIP and IIQ.