Fungicidal combinations comprising thieno[2,3-d]pyrimidin-4-one

Abstract

The invention relates to novel fungicidal compositions having a synergistically increased action, wherein component a) is a thieno[2,3-d]pyrimidin-4-one of formula I wherein R 1 is halogen, R 2 is C 1 -C 5 alkyl, —CH 2 -cyclopropyl and R 3 is C 1 -C 5 alkyl, —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 fenarimol, or fluazinam, or fosetyl-aluminium, orquinoxyfen, or fenpropidine, 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 thieno[2.3-d]pyrimidin-4-one derivative of formula I                          wherein 
 R 1  is halogen,  
 R 2  is C 1 -C 5 alkyl, —CH 2 -cyclopropyl and  
 R 3  is C 1 -C 5 alkyl, —CH 2 -cyclopropyl;  
 in association with an amount of  
   b) either an anilinopyrimidine of formula II                          wherein    R 4  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 5  is H, F, Cl, phenyl, 4-fluorophenoxy or 4-chlorophenoxy;    R 6  is H, Cl or F;    R 7  and R 8  are independently H or CH 3 ;    R 9  is C 1-4 alkyl or cyclopropyl;    R 10  is 4-chlorophenyl or 4-fluorophenyl;    R 11  is phenyl, and    R 12  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 13  is C 8-15 cycloalkyl, C 8-15 alkyl, or C 1-4 alkylphenyl-C 1-4 alkyl, and the salts of such morpholine fungicide;    or a strobilurin compound of formula V                          wherein    X is NH or O,    Y is CH or N, and    R 14  is 2-methylphenoxy-methyl, 2,5-dimethylphenoxy-methyl, 4-(2-cyanophenoxy)-pyrimidin-6-yloxy, or 4-(3-trifluoromethylphenyl)-3-aza-2-oxa-3-pentenyl;    or a pyrrole compound of the formula VI                          wherein    R 15  and R 16  are indendently halo, or together from a perhalomethylendioxo bridge;    or a phenylamide of the formula VII                          wherein    R 17  is benzyl, methoxymethyl, 2-furanyl, chloromethyl or                          R 18  is 1-methoxycarbonyl-ethyl, or                          Z is CH or N,    R 21  is hydrogen or methyl,    R 22  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 19  and R 20  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 a compound of formula XIV                          or with a compound of formula XV                          or with a compound of formula XVI                          or with a compound of formula XVII                          or with a compound of formula XVIII                          or with a compound of formula XIX                          or with a compound of formula XX                          or with a compound of formula XXI                          or with a compound of formula XXII                          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 n-propyl, n-butyl, i-butyl and R 3  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, cyproconazole, hexaconazole, difenoconazole, etaconazole, propiconazole, tebuconazole, triticonazole, flutriafol, epoxiconazole, fenbuconazole, bromuconazole, penconazole, imazalil, tetraconazole, flusilazole, metconazole, diniconazole, fluquinconazole, myclobutanil, triadimenol, bitertanol, dodemorph, tridemorph, fenpropimorph, mancozeb, maneb, metiram, zineb, copper hydroxide, copper oxychloride, copper sulfate, oxine-copper, sulfur, kresoxim-methyl, azoxystrobin, 2-[2-(2,5-dimethoxyphenoxy-methyl)-phenyl]-2-methoximino-acetic acid N-methyl-amide, 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, fenarimol, fluazinam, fosetyl-aluminium, quinoxyfen, fenpropidine, spiroxamine, carbendazime, thiabendazol, ethirimol, triazoxide and guazatine, preferably selected from a group comprising cyproconazole, hexaconazole, difenoconazole, propiconazole, tebuconazole, flutriafol, epoxiconazole, fenbuconazole, bromuconazole, penconazole, tetraconazole, flusilazole, metconazole, diniconazole, triadimenol, fluquinconazole and prochloraz; and especially propiconazole, difenoconazole, penconazole, tebuconazole, prochloraz, epoxiconazole and cyproconazole, more specifically selected from a group comprising cyprodinil, tridemorph, fenpropimorph, kresoxim-methyl, azoxystrobin, methyl 2-{2-[4-(3-trifluoromethylphenyl)-3-aza-2-oxa-3-pentenyl]-phenyl}-2-methoxyimino-acetate, acibenzolar-S-methyl, chlorothalonil, famoxadone, quinoxyfen, fenpropidine and carbendazime; and especially cyprodinil, fenpropimorph, kresoxim-methyl, azoxystrobin, methyl 2-{2-[4-(3-trifluoromethylphenyl)-3-aza-2-oxa-3-pentenyl]-phenyl}-2-methoxyimino-acetate, acibenzolar-S-methyl and fenpropidine.  
     
     
         4 . A method according to  claim 3  wherein component a) is selected from the group comprising compound I.01, compound I.02, compound I.03, compound I.04, compound I.05, compound I.06, compound I.07 and compound I.08.  
     
     
         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  claim 5  wherein the component a) comprises a compound of the formula I wherein R 1  is chloro or bromo, R 2  is n-propyl, n-butyl, i-butyl and R 3  is n-propyl, n-butyl, i-butyl.  
     
     
         8 . A composition according to any one of claims  6  or  7  wherein the component b) is selected from the group comprising pyrimethanil, cyprodinil, cyproconazole, hexaconazole, difenoconazole, etaconazole, propiconazole, tebuconazole, triticonazole, flutriafol, epoxiconazole, fenbuconazole, bromuconazole, penconazole, imazalil, tetraconazole, flusilazole, metconazole, diniconazole, fluquinconazole, myclobutanil, triadimenol, bitertanol, dodemorph, tridemorph, fenpropimorph, mancozeb, maneb, metiram, zineb, copper hydroxide, copper oxychloride, copper sulfate, oxine-copper, sulfur, kresoxim-methyl, azoxystrobin, 2-[2-(2,5-dimethoxyphenoxy-methyl)-phenyl]-2-methoximino-acetic acid N-methyl-amide, 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, fenarimol, fluazinam, fosetyl-aluminium, quinoxyfen, fenpropidine, spiroxamine, carbendazime, thiabendazol, ethirimol, triazoxide and guazatine, preferably selected from a group comprising cyproconazole, hexaconazole, difenoconazole, propiconazole, tebuconazole, flutriafol, epoxiconazole, fenbuconazole, bromuconazole, penconazole, tetraconazole, flusilazole, metconazole, diniconazole, triadimenol, fluquinconazole and prochloraz; and especially propiconazole, difenoconazole, penconazole, tebuconazole, prochloraz, epoxiconazole and cyproconazole, more specifically selected from a group comprising cyprodinil, tridemorph, fenpropimorph, kresoxim-methyl, azoxystrobin, methyl 2-{2-[4-(3-trifluoromethylphenyl)-3-aza-2-oxa-3-pentenyl]-phenyl}-2-methoxyimino-acetate, acibenzolar-S-methyl, chlorothalonil, famoxadone, quinoxyfen, fenpropidine and carbendazime; and especially cyprodinil, fenpropimorph, kresoxim-methyl, azoxystrobin, methyl 2-{2-[4-(3-trifluoromethylphenyl)-3-aza-2-oxa-3-pentenyl]-phenyl}-2-methoxyimino-acetate, acibenzolar-S-methyl and fenpropidine.  
     
     
         9 . A composition according to  claim 8  wherein component a) is selected from the group comprising compound I.01, compound I.02, compound I.03, compound I.04, compound I.05, compound I.06, compound I.07 and compound I.08.  
     
     
         10 . A method according to  claim 1  for treating plant propagation material, preferably seeds.