Herbicidal synergistic composition and method of weed control

Abstract

A herbicidal composition comprising, in addition to conventional inert formulation adjuvants, the compound of formula I in admixture with a synergistically effective amount of at least one active ingredient from the substance classes of formula II wherein X 0 is chlorine or CH 3 SO 3 ; and of formula X CH 3 —As(O)—(OH) 2 (X), wherein the substituents are as defined in claim 1.

What is claimed is:  
     
         1 . A herbicidal synergistic composition which comprises, in addition to conventional inert formulation adjuvants, the compound of formula I  
       
         
           
           
               
               
           
         
       
       in admixture with a synergistically effective amount of at least one compound from the substance classes of formula II  
       A-SO 2 —NH-E (II),  
       wherein A is the group A 1    
       
         
           
           
               
               
           
         
       
       and E is the group E 1  COOC 2 H 5  (E 1 ) or E 2  of formula III  
       
         
           
           
               
               
           
         
       
       wherein  
       U—V is a group of the formula R 1 C═N, N═CR 1 , CONR 1 , R 1 NCO or R 1 C═CR 2 ,  
       wherein R 1  is —NHC 3 H 7 -(iso), —NHC(CH 3 ) 2 CN, —NHC 4 H 9 -(tert), —NHC 2 H 5 , —SCH 3 ,  
       
         
           
           
               
               
           
         
       
       W—Y is a group of the formula CR 2 ═N, CONR 2 , NR 2 CO, CONR 3  or CR 2 ═CR 3 ,  
       wherein R 2  is methyl, —Cl, —NH 2 , —NHC 3 H 7 -(iso) or —NHC 2 H 5  and  
       R 3  is —NHCH 3  or C 4 H 9 -(tert), and  
       R is —Cl, —SCH 3 , —C 4 H 9 -(tert), methoxy, hydroxy, N(CH 3 ) 2 , CHF 2  or hydrogen; or  
       U—V—W—Y together form the group —C(CF 3 )═C(R 4 )—C(CH 2 —C 3 H 7 -(iso))═C(R 5 )—, wherein R 4  is —COSCH 3  or  
       
         
           
           
               
               
           
         
       
       and R 5  is COOCH 3  or COSCH 3 ; of formula IV  
       
         
           
           
               
               
           
         
       
       wherein  
       n is 0 or 1,  
       R 6  is hydrogen, —CH 3  or —NH 2 ,  
       R 7  is hydroxy, C 2 H 5 , Na + , —CH(CH 3 ) 2 —CO 2 —CH═CH 2 , —C 4 H 9 -n or  
       —CH 2 —CH 2 —O—N═C(CH 3 ) 2 , and  
       Q is the group  
       
         
           
           
               
               
           
         
       
       of formula V  
       wherein R 8  is the group  
       
         
           
           
               
               
           
         
       
       3-trifluoromethylphenyl or phenyl,  
       R 9  and R 10  are each independently of the other hydrogen or methyl and R 11  is methyl or the group  
       
         
           
           
               
               
           
         
       
       of formula VI  
       
         
           
           
               
               
           
         
       
       wherein X is —NH—or —NC 3 H 7 -(n),  
       R 12  is —C 3 H 7 -(n) cr CH(C 2 H 5 ) 2 , or X and R 12  together are cyano,  
       R 13  is 2-NO 2  or 3-Br,  
       R 14  4-CF 3 , 4-CH 3  or 4-OH,  
       R 15  6-NO 2  or 5-Br, and  
       R 16  is 3-CH 3  or 5-NH 2 ; of formula VII  
       Z-N(R 17 )—R 18  (VII),  
       wherein  
       
         
           
           
               
               
           
         
       
       R 18  is —C(O)—CH 2 Cl or R 17  and R 18  together are the group —C(O)—C(CH 3 ) 2 —CH 2 —O—or  
       
         
           
           
               
               
           
         
       
       of formula VIII  
       
         
           
           
               
               
           
         
       
       wherein  
       R 19  is hydrogen or —CH 2 —CH(C 3 )—SC 2 H 5 ,  
       R 20  is —C 2 H 5 , —C 3 H 7 -(n) or  
       
         
           
           
               
               
           
         
       
       X a  is oxygen, NOC 2 H 5  or NOCH 2 —CH═CHCl (trans); of formula IX  
       
         
           
           
               
               
           
         
       
       wherein X b  is chlorine or CH 3 SO 3 ; and of formula X  
       CH 3 —As(O)—(OH) 2  (X),  
       and salts thereof.  
     
     
         2 . A herbicidal composition according to  claim 1 , which comprises the compound of formula I and at least one compound selected from the compounds ametryn, atrazine, hexazinone, asulam, diuron, 2,4-D, halosulfuron and the compound of formula IV wherein Q is Q 1 , R 7  is —C(CH 3 ) 2 —C(O)O—CH 2 CH═CH 2  and n is 0.  
     
     
         3 . A herbicidal composition according to  claim 2 , which comprises the compound of formula I and at least one compound selected from the compounds ametryn, atrazine, hexazinone and asulam.  
     
     
         4 . A herbicidal composition according to  claim 1 , which comprises the compound of formula I and at least one compound selected from the compounds fluometuron, prometryn, metolachlor, α-metolachlor, norflurazon, pyrithiobac-sodium, DSMA, MSMA, trifluralin, pendimethalin, bromoxynil, glyphosate, glufosinate and clomazone.  
     
     
         5 . A herbicidal composition according to  claim 4 , which comprises the compound of formula I and at least one compound selected from the compounds fluometuron, prometryn, metolachlor, α-metolachlor, norflurazon, pyrithiobac-sodium, MSMA and DSMA.  
     
     
         6 . A herbicidal composition according to  claim 1 , wherein the component of formula I is present in a weight ratio of from 1:100 to 1000:1 in relation to the component of formula II, III, IV, V, VI, VII, VIII, IX or X.  
     
     
         7 . A method of controlling undesired plant growth in crops of useful plants, which comprises allowing a herbicidally effective amount of a composition according to  claim 1  to act on the cultivated plant or the locus thereof.  
     
     
         8 . A method according to  claim 7 , wherein the cultivated plant is cotton or sugar cane.  
     
     
         9 . A method according to  claim 7 , wherein the crops of useful plants are treated with said composition at rates of application corresponding to from 0.008 to 5 kg/ha total amount of active ingredients per hectare.