4-membered ring carboxamides used as nematicides

Patent metadata

Field	Value
Publication number	US-RE50724-E
Application number	US-201418112640-A
Country	US
Kind code	E1
Filing date	Jul 1, 2014
Priority date	Jul 8, 2013
Publication date	Jan 6, 2026
Grant date	Jan 6, 2026

Abstract

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

First claim

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)-

Assignees

• Syngenta Crop Protection Ag

Inventors

• O'Sullivan Anthony Cornelius
• Mondiere Regis Jean Georges
• Loiseleur Olivier
• Smejkal Tomas
• Luksch Torsten
• Jeanguenat Andre
• Dumeunier Raphael
• Godineau Edouard
• Pitterna Thomas

Classifications

• C07D305/08

  with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring atoms · CPC title

• C07D263/52

  condensed with carbocyclic rings or ring systems · CPC title

• C07D213/82

  in position 3 · CPC title

• C07C265/10

  having isocyanate groups bound to carbon atoms of rings other than six-membered aromatic rings · CPC title

• C07C251/44

  with the carbon atom of at least one of the oxyimino groups being part of a ring other than a six-membered aromatic ring · CPC title