Fungicidal combinations comprising quinazolinone

Abstract

The invention relates to novel fungicidal compositions having synergistically increased action, wherein component a) is a pyrimidin-4-one of formula I wherein R 1 is hydrogen or halogen, R 2 is hydrogen or halogen, and at least one of R 1 and R 2 is different from hydrogen; R 22 is C 1 -C 5 alkyl or —CH 2 -cyclopropyl and R 23 is C 1 -C 5 alkyl or —CH 2 -cyclopropyl; in association with b) either an anilinopyrimidine fungicide (II), or an azole fungicide (III), or a morpholine fungicide (IV), or a strobilurin compound (V), or a pyrrole compound (VI), or a phenylamide (VII), or a dithiocarbamate fungicide selected from mancozeb, maneb, metiram and zineb, or a copper compound selected from copper hydroxide, copper oxychloride, copper sulfate and oxine-copper, or a phthalimide compound (VIII), or prochloraz, or triflumizole, or pyrifenox, or acibenzolar-S-methyl, or chlorothalonil, or cymoxanil, or dimethomorph, or famoxadone, or fenhexamide, or fluazinam, or fosetyl-aluminium, or quinoxyfen, or spiroxamine, or carbendazime, or thiabendazole, or ethirimol, or triazoxide, or guazatine.

What is claimed is:  
     
         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 an effective amount of 
 a) a pyrimidin-4-one derivative of formula I                        wherein 
 R 1  is hydrogen or halogen,  
 R 2  is hydrogen or halogen, and at least one of R 1  and R 2  is different from hydrogen;  
 R 22  is C 1 -C 5 alkyl or —CH 2 —cyclopropyl and  
 R 23  is C 1 -C 5 alkyl or —CH 2 -cyclopropyl;  
 in association with an amount of  
     b) either an anilinopyrimidine of formula II                        wherein 
 R 3  is methyl, 1-propynyl or cyclopropyl;  
      or an azole of formula III                        wherein 
 A is selected from  
                     
 whereby the β-carbon attaches to benzene ring of formula III, and wherein 
 R 4  is H, F, Cl, phenyl, 4-fluorophenoxy or 4-chlorophenoxy;  
 R 5  is H, Cl or F;  
 R 6  and R 7  are independently H or CH 3 ;  
 R 8  is C 1-4 alkyl or cyclopropyl;  
 R 9  is 4-chlorophenyl or 4-fluorophenyl; and  
 R 11  is allyloxy, C 1-4 alkyl, or 1,1,2,2-tetrafluoroethoxy-methyl, and the salts of such azole fungicide;  
 
      or a morpholine fungicide of formula IV                        wherein 
 R 12  is C 8-15 cycloalkyl, C 8-15 alkyl, and the salts of such morpholine fungicide;  
      or a strobilurin compound of formula V                        wherein 
 X is O,  
 Y is N, and  
 R 13  is 4-(3-trifluoromethylphenyl)-3-aza-2-oxa-3-pentenyl;  
      or a pyrrole compound of the formula VI                        wherein 
 R 14  and R 15  are independently halo, or together from a perhalomethylendioxo bridge;  
      or a phenylamide of the formula VII                        wherein 
 R 16  is benzyl, methoxymethyl, 2-furanyl, chloromethyl or  
                     
 R 17  is 1-methoxycarbonyl-ethyl, or  
                     
 Z is CH or N,  
 R 20  is hydrogen or methyl,  
 R 21  is hydrogen or methyl;  
      or a dithiocarbamate fungicide selected from mancozeb, maneb, metiram and zineb;     or a copper compound selected from copper hydroxide, copper oxychloride, copper sulfate and oxine-copper;     or sulfur;     or a phthalimide compound of the formula VIII                        wherein 
 R 18  and R 19  together form a 4-membered bridge —CH 2 —CH═CH—CH 2 — or ═CH—CH═CH—CH═;  
      or with compound of formula IX                           or with a compound of formula X                           or with a compound of formula XI                           or with a compound of formula XII                           or with a compound of formula XIII                           or with the compound of formula XIV                           or with the compound of formula XV                           or with the compound of formula XVI                           or with the compound of formula XVII                           or with the compound of formula XIX                           or with a compound of formula XX                           or with a compound of formula XXI                           or with a compound of formula XXIII                           or with a compound of formula XXIV                           or with a compound of formula XXV                           or with a compound of formula XXVI                           or with a compound of formula XXVII                           or with a compound of formula XXVIII                        wherein 
 n is 0 or 1 or 2 etc, and  
 R is hydrogen or —C(═NH)NH 2 ;  
     which synergistically enhances the activity against phytopathogenic diseases.    
     
     
         2 . A method according to  claim 1  wherein the component a) comprises a compound of the formula I wherein R 1  is chloro or bromo, R 2  is chloro or bromo and at least R 1  or R 2  is not hydrogen, R 22  is n-propyl, n-butyl, i-butyl and R 23  is n-propyl, n-butyl, i-butyl.  
     
     
         3 . A method according to any one of claims  1  to 2 wherein the component b) is selected from the group comprising pyrimethanil, cyprodinil, etaconazole, imazalil, myclobutanil, bitertanol, dodemorph, mancozeb, maneb, metiram, zineb, copper hydroxide, copper oxychloride, copper sulfate, oxine-copper, sulfur, methyl 2-{2-[4-(3-trifluoromethylphenyl)-3-aza-2-oxa-3-pentenyl]-phenyl}-2-methoxyimino-acetate, fenpiclonil, fludioxonil, benalaxyl, furalaxyl, metalaxyl, R-metalaxyl, orfurace, oxadixyl, carboxin, captan, folpet, prochloraz, triflumizole, pyrifenox, acibenzolar-S-methyl, chlorothalonil, cymoxanil, dimethomorph, famoxadone, fenhexamide, fluazinam, fosetyl-aluminium, quinoxyfen, spiroxamine, carbendazime, thiabendazol, ethirimol, triazoxide and guazatine, preferably selected from a group comprising prochloraz; more specifically selected from a group comprising cyprodinil, methyl 2-{2-[4-(3-trifluoromethylphenyl)-3-aza-2-oxa-3-pentenyl]-phenyl}-2-methoxyimino-acetate, acibenzolar-S-methyl, chlorothalonil, famoxadone, quinoxyfen and carbendazime; and especially cyprodinil, methyl 2-{2-[4-(3-trifluoromethylphenyl)-3-aza-2-oxa-3-pentenyl]-phenyl}-2-methoxyimino-acetate and acibenzolar-S-methyl.  
     
     
         4 . A method according to claims  2  or  3  wherein component a) is selected from the group comprising compound I.1, compound I.2, compound I.3, compound I.4, compound I.5, compound I.6, compound I.7, compound I.8, compound I.9 and compound I.10.  
     
     
         5 . A fungicidal composition comprising a fungicidally effective combination of component a) and component b) as defined in  claim 1 , wherein the components are present in amounts which synergistically enhances the activity against phytopathogenic diseases.  
     
     
         6 . A composition according to  claim 5  wherein the weight ratio of a) to b) is between 100:1 and 1:400.  
     
     
         7 . A composition according to claims  5  or  6  wherein the component a) comprises a compound of the formula I wherein R 1  is chloro or bromo, R 2  is chloro or bromo and at least one of R 1  or R 2  is not hydrogen, R 22  is n-propyl, n-butyl, i-butyl and R 23  is n-propyl, n-butyl, i-butyl.  
     
     
         8 . A composition according to any one of  claims 5  to  7  wherein the component b) is selected from the group comprising pyrimethanil, cyprodinil, etaconazole, imazalil, myclobutanil, bitertanol, dodemorph, mancozeb, maneb, metiram, zineb, copper hydroxide, copper oxychloride, copper sulfate, oxine-copper, sulfur, methyl 2-{2-[4-(3-trifluoromethylphenyl)-3-aza-2-oxa-3-pentenyl]-phenyl}-2-methoxyimino-acetate, fenpiclonil, fludioxonil, benalaxyl, furalaxyl, metalaxyl, R-metalaxyl, orfurace, oxadixyl, carboxin, captan, folpet, prochloraz, triflumizole, pyrifenox, acibenzolar-S-methyl, chlorothalonil, cymoxanil, dimethomorph, famoxadone, fenhexamide, fluazinam, fosetyl-aluminium, quinoxyfen, spiroxamine, carbendazime, thiabendazol, ethirimol, triazoxide and guazatine, preferably selected from a group comprising prochloraz; more specifically selected from a group comprising cyprodinil, methyl 2-{2-[4-(3-trifluoromethylphenyl)-3-aza-2-oxa-3-pentenyl]-phenyl}-2-methoxyimino-acetate, acibenzolar-S-methyl, chlorothalonil, famoxadone, quinoxyfen and carbendazime; and especially cyprodinil, methyl 2-{2-[4-(3-trifluoromethylphenyl-3-aza-2-oxa-3-pentenyl]-phenyl}-2-methoxyimino-acetate and acibenzolar-S-methyl.  
     
     
         9 . A composition according to  claim 8  wherein component a) is selected from the group comprising compound I.1, compound I.2, compound I.3, compound I.4, compound I.5, compound I.6, compound I.7, compound I.8, compound I.9 and compound I.10.