4-membered ring carboxamides used as nematicides

Abstract

Compounds of the formula (I), in which the substituents are as defined in claim 1 , are suitable for use as nematicides.

The invention claimed is: 
     
         1 . A compound selected from 
       
         
           
           
               
               
           
         
       
     
     
         2 . A composition, comprising: a compound of formula (I) selected from 
       
         
           
           
               
               
           
         
       
       wherein the ratio of the compound of formula (I) to its enantiomer is greater than 1.5:1, greater than 2.5:1, greater than 4:1, greater than 9:1, or greater than 20:1. 
     
     
         3 . AThe compound according to  claim 1 which is, wherein the compound is  
       
         
           
           
               
               
           
         
       
     
     
         4 . AThe compound according to  claim 1 which is, wherein the compound is  
       
         
           
           
               
               
           
         
       
     
     
         5 . AThe compound according to  claim 1 which is, wherein the compound is  
       
         
           
           
               
               
           
         
       
     
     
         6 . AThe compound according to  claim 1 which is, wherein the compound is  
       
         
           
           
               
               
           
         
       
     
     
         7 . AThe composition according to  claim 2 comprising a compound of formula, wherein the compound of formula (I) is  
       
         
           
           
               
               
           
         
       
       wherein the ratio of the compound of formula (I) to its enantiomer is greater than 1.5:1, greater than 2.5:1, greater than 4:1, greater than 9:1, or greater than 20:1. 
     
     
         8 . AThe composition according to  claim 2 comprising a compound of formula, wherein the compound of formula (I) is  
       
         
           
           
               
               
           
         
       
       wherein the ratio of the compound of formula (I) to its enantiomer is greater than 1.5:1, greater than 2.5:1, greater than 4:1, greater than 9:1, or greater than 20:1. 
     
     
         9 . AThe composition according to  claim 2 comprising a compound of formula, wherein the compound of formula (I) is  
       
         
           
           
               
               
           
         
       
       wherein the ratio of the compound of formula (I) to its enantiomer is greater than 1.5:1, greater than 2.5:1, greater than 4:1, greater than 9:1, or greater than 20:1. 
     
     
         10 . AThe composition according to  claim 2 comprising a compound of formula, wherein the compound of formula (I) is  
       
         
           
           
               
               
           
         
       
       wherein the ratio of the compound of formula (I) to its enantiomer is greater than 1.5:1, greater than 2.5:1, greater than 4:1, greater than 9:1, or greater than 20:1. 
     
     
         11 . A composition according to  claim 2  comprising a compound of formula 
       
         
           
           
               
               
           
         
       
       wherein the ratio of the compound of formula (I) to its enantiomer is greater than 1.5:1, greater than 2.5:1, greater than 4:1, greater than 9:1, or greater than 20:1. 
     
     
         12 . The composition according to  claim 2 , wherein the ratio of the compound of formula (I) to its enantiomer is greater than 9:1. 
     
     
         13 . A method of controlling pests in soil, the method comprising: applying to the soil a composition according to  claim 12 . 
     
     
         14 . The method of  claim 13 , wherein the application to the soil is through a solid carrier treated with the composition. 
     
     
         15 . The method of  claim 14 , wherein the solid carrier is a seed. 
     
     
         16 . The method of  claim 13 , wherein the pest is a nematode. 
     
     
         17 . The composition ofaccording to  claim 2 , wherein the ratio of the compound of formula (I) to its enantiomer is greater than 20:1. 
     
     
       18. The composition according to  claim 8 , wherein the ratio of the compound of formula (I) to its enantiomer is greater than 2.5:1.  
     
     
       19. The composition according to  claim 8 , wherein the ratio of the compound of formula (I) to its enantiomer is greater than 4:1.  
     
     
       20. The composition according to  claim 8 , wherein the ratio of the compound of formula (I) to its enantiomer is greater than 9:1.  
     
     
       21. The composition according to  claim 8 , wherein the ratio of the compound of formula (I) to its enantiomer is greater than 20:1.  
     
     
       22. The composition according to  claim 8 , wherein the composition is free of the enantiomer of the compound of formula (I).  
     
     
       23. The composition according to  claim 19 , further comprising a second compound that is a biological active agent.  
     
     
       24. The composition of  claim 23 , the second compound is selected from an acaricide, an algicide, a bactericide, a biological agent, an insect repellant, a nematicide, a mollusicide, or a fungicide.  
     
     
       25. The composition of  claim 23 , wherein the second compound is selected from azaconazole, bitertanol, bromuconazole, cyproconazole, difenoconazole, diniconazole, epoxiconazole, fenbuconazole, fluquinconazole, flusilazole, flutriafol, hexaconazole, imazalil, imibenconazole, ipconazole, metconazole, myclobutanil, pefurazoate, penconazole, prothioconazole, pyrifenox, prochloraz, propiconazole, simeconazole, tebuconazole, tetraconazole, triadimefon, triadimenol, triflumizole, triticonazole, ancymidol, fenarimol, nuarimol, bupirimate, dimethirimol, ethirimol, dodemorph, fenpropidine, fenpropimorph, spiroxamine, tridemorph, cyprodinil, mepanipyrim, pyrimethanil, fenpiclonil, fludioxonil, benalaxyl, furalaxyl, metalaxyl, R-metalaxyl, ofurace, oxadixyl, benomyl, carbendazim, debacarb, fuberidazole, thiabendazole, chlozolinate, dichlozoline, iprodione, myclozoline, procymidone, vinclozoline, boscalid, carboxin, fenfuram, flutolanil, mepronil, oxycarboxin, penthiopyrad, thifluzamide, guazatine, dodine, iminoctadine, azoxystrobin, dimoxystrobin, enestroburin, fluoxastrobin, kresoxim-methyl, metominostrobin, trifloxystrobin, orysastrobin, picoxystrobin, pyraclostrobin, ferbam, mancozeb, maneb, metiram, propineb, thiram, zineb, ziram, captafo, captan, dichlofluanid, fluoroimide, folpet, tolylfluanid, bordeaux mixture, copperhydroxid, copperoxychlorid, coppersulfat, copperoxid, mancopper, oxine-copper, dinocap, nitrothal-isopropyl, edifenphos, iprobenphos, isoprothiolane, phosdiphen, pyrazophos, tolclofosmethyl, acibenzolar-S-methyl, anilazine, benthiavalicarb, blasticidin-S, chinomethionat, chloroneb, chlorothalonil, cyflufenamid, cymoxanil, dichlone, diclocymet, diclomezine, dicloran, diethofencarb, dimethomorph, SYP-L190 (Flumorph), dithianon, ethaboxam, etridiazole, famoxadone, fenamidone, fenoxanil, fentin, ferimzone, fluazinam, fluopicolide, flusulfamide, fenhexamid, fosetyl-aluminium, hymexazol, iprovalicarb, IKF-916 (Cyazofamid), kasugamycin, methasulfocarb, metrafenone, pencycuron, phthalide, polyoxins, probenazole, propamocarb, proquinazid, pyroquilon, quinoxyfen, quintozene, sulphur, tiadinil, triazoxide, tricyclazole, triforine, validamycin, zoxamide (RH7281), mandipropamid, isopyrazam, sedaxane, 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid (9-dichloromethylene-1,2,3,4-tetrahydro-1,4-methano-naphthalen-5-yl)-amide, 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid [2-(2,4-dichlorophenyl)-2-methoxy-1-methyl-ethyl]-amide, 1-[4-[4-[(5S)5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl]piperidin-1-yl]-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone, 1-[4-[4-[5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl]piperidin-1-yl]-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone, and 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid (3′,4′,5′-trifluorobiphenyl-2-yl)-amide.  
     
     
       26. The composition of  claim 23 , wherein the second compound is selected from metalaxyl, fluopyram, tioxazafen or 1-[4-[4-[5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl]piperidin-1-yl]-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone.