AU2019250592B2 - Use of tetramic acid derivatives for controlling pests by watering or droplet application - Google Patents

Abstract

Compounds of the formula (II), where A, B, G, W, X, Y and Z can have the meanings provided in the description, are well-suited for fighting animal pests such as insects and/or red spider mites by treating the ground/growth substrate by watering on the ground or droplet application or immersion application.

Description

Use of tetramic acid derivatives for controlling pests by watering or droplet application

The present invention relates to the use of certain tetramic acid derivatives for controlling animal pests such as insects and/or spider mites and/or nematodes by drenching or drip application.

NH-Tetramic acid derivatives as crop protection agents are known, for example, from (EP-A-442 073), and 1H-arylpyrrolidinedione derivatives from (EP-A-456 063, EP-A-521 334, EP-A-596 298, EP-A-613 884, EP A-613 885, WO 95/01971, WO 95/26 954, WO 95/20 572, EP-A-0 668 267, WO 96/25 395, WO 96/35 664, WO 97/01535, WO 97/02 243, WO 97/36 868, WO 97/43275, WO 98/05638, WO 98/06721, WO 98/25928, WO 99/24437, WO 99/43649, WO 99/48869, WO 99/55673, WO 01/17972, WO 01/23354, WO 01/74770, WO 03/013249, WO 03/062244, WO 2004/007448, WO 2004/024 688, WO 04/065366, WO 04/080962, WO 04/111042, WO 05/044791, WO 05/044796, WO 05/048710, WO 05/049569, WO 05/066125, WO 05/092897, WO 06/000355, WO 06/029799, WO 06/056281, WO 06/056282, WO 06/089633, WO 07/048545, DEA 102 00505 9892, WO 07/073856, WO 07/096058, WO 07/121868, WO 07/140881, WO 08/067873, WO 08/067910, WO 08/067911, WO 08/138551, WO 09/015801, W009/039975, WO 09/049851, WO 09/115262, WO0/052161, WO 10/102758, WO0/066378, WO0/063570). Also known are ketal-substituted 1H-arylpyrrolidine-2,4-diones from WO 99/16748 and (spiro)ketal-substituted N alkoxyalkoxy-substituted arylpyrrolidinediones from JP-A-14 205 984 and Ito M. et. al., Bioscience, Biotechnology and Biochemistry 67, 1230-1238, (2003).

Furthermore, the use of certain tetramic acid derivatives for controlling animal pests by drenching, droplet application, dip application or soil injection is known, for example, from WO 07/126691. However, the plant compatibility and/or the insecticidal activity of the compounds known from WO 07/126691 is not always sufficient. In addition, an action on aphids following hydroponic application and drenching is known, for example, from WO 06/089633.

Surprisingly, it has now been found that certain tetramic acid derivatives act not only against aphids after watering of the soil (known in the art as "drenching"), but are also very suitable for the control of other insects and/or spider mites and/or nematodes by watering of the soil (known in the art as "drenching"), but in particular after droplet application to the soil (known in the art as "drip application").

Moreover, it has been found that certain tetramic acid derivatives are also suitable for planting hole treatment, after immersion of roots, tubers or bulbs (known in the art as "dip application"), via hydroponic systems or injection into the soil (known in the art as "soil injection").

Accordingly, the present invention relates to the use of tetramic acid derivatives for controlling animal pests such as insects and/or spider mites and/or nematodes by drenching or in irrigation systems as drip application.

The application of tetramic acids for controlling insects and/or spider mites and/or nematodes can also be by dip application of roots, tubers or bulbs or by soil injection. The present invention furthermore relates to these application forms on natural substrates (soil) or artificial substrates (for example rock wool, glass wool, quartz sand, gravel, expanded clay, vermiculite), outdoors or in closed systems (for example greenhouses or under cloches); in annual (for example cotton, soya beans, tobacco, vegetables, spices, ornamental plants) or perennial (for example citrus plants, fruit, tropical crops, spices, nuts, grapevines, conifers and ornamental plants) crops.

The invention excludes the use of specific tetramic acid derivatives for controlling Myzus persicae in Brassica vegetables and Aphis gossypii in cotton by drenching (WO 06/089633).

The term "soil" is to be understood as meaning both natural growth substrate (soil, topsoil) and artificial growth substrate (e.g. rock wool, glass wool, quartz sand, gravel, expanded clay, vermiculite).

The crops to be protected which have only been described in general terms will be specified in greater detail and differenciated hereinbelow. Thus, as regards the use, vegetables are understood as meaning for example fruiting vegetables and inflorescences as vegetables, for example bell peppers, chillies, tomatoes, aubergines, cucumbers, pumpkins, courgettes, melons, potatoes, beans such as, for example, broad beans, pinto beans, runner beans, dwarf beans, peas, artichokes, maize;

but also leafy vegetables, for example head-forming lettuce, chicory, endives, various types of cress, rocket, lamb's lettuce, iceberg lettuce, leeks, spinach, Swiss chard;

furthermore tuber, root and stem vegetables, for example celeriac/celery, beetroot, carrots, radishes, horseradish, scorzonera, asparagus, beets for human consumption, palm shoots, bamboo shoots, furthermore bulb vegetables, for example onions, leeks, fennel, garlic;

furthermore Brassica vegetables such as cauliflower, broccoli, kohlrabi, red cabbage, white cabbage, curly kale, Savoy cabbage, Brussel sprouts, Chinese cabbage;

moreover cotton, soya beans and tobacco.

Regarding the use, perennial crops are understood as meaning citrus fruit, such as, for example, oranges, grapefruits, tangerines, lemons, limes, Seville oranges, kumquats, satsumas;

but also pome fruit such as, for example, apples, pears and quinces, and stone fruit, such as, for example, peaches, nectarines, cherries, plums, quetsch, apricots; furthermore grapevines, hops, olives, tea and tropical crops such as, for example, mangoes, papayas, figs, pineapples, dates, bananas, durians, kaki fruit, coconuts, cacao, coffee, avocados, lychees, maracujas, guavas, moreover almonds and nuts such as, for example, hazelnuts, walnuts, pistachios, cashew nuts, para nuts, pecan nuts, butternuts, chestnuts, hickory nuts, macadamia nuts, peanuts, moreover also soft fruit such as, for example, redcurrants, gooseberries, raspberries, blackberries, blueberries, strawberries, cranberries, including American cranberries, kiwi fruit.

As regards the use, ornamental plants are understood as meaning annual and perennial plants, for example cut flowers such as, for example, roses, carnations, gerbera, lilies, marguerites, chrysanthemums, tulips, narcissi, anemones, poppies, amaryllis, dahlias, azaleas, mauves,

but also for example bedding plants, pot plants and perennials such as, for example, roses, Tagetes, violas, geraniums, fuchsias, hibiscus, chrysanthemums, busy lizzies, cyclamen, African violet, sunflowers, begonias,

furthermore for example bushes and conifers such as, for example, ficus, rhododendron, firs, spruces, pines, including umbrella pines, yews, juniper, oleander.

As regards the use, spices are understood as meaning annual and perennial plants such as, for example, aniseed, chilli pepper, paprika, pepper, vanilla, marjoram, thyme, cloves, juniper berries, cinnamon, tarragon, coriander, saffron, ginger.

The tetramic acid derivatives are preferably compounds of the formula (I)

G-O A Y B NW H O I(I)

in which

W and Y independently of one another represent hydrogen, C1 -C 4 -alkyl, chlorine, bromine, iodine or fluorine,

X represents CI-C 4 -alkyl, CI-C 4 -alkoxy, chlorine, bromine or iodine,

A, B and the carbon atom to which they are attached represent C 3-C6 -cycloalkyl which is substituted by an optionally CI-C4 -alkyl- or C1 -C 4-alkoxy-Ci-C 2-alkyl-substituted alkylenedioxyl group which,

together with the carbon atom to which it is attached, forms a 5-membered or 6-membered ketal,

G represents hydrogen (a) or represents one of the groups

0 0

KM R2 (c), E (d) R1 (b),

in which

E represents a metal ion or an ammonium ion,

M represents oxygen or sulfur,

R1 represents straight-chain or branched C1-C-alkyl,

R2 represents straight-chain or branched C1-C-alkyl.

Particularly preferred for use are tetramic acid derivatives of the abovementioned formula (I) in which the radicals are as defined below:

W particularly preferably represents methyl,

X particularly preferably represents chlorine or methyl, (particularly preferably methyl),

Y particularly preferably represents chlorine, bromine or methyl,

A, B and the carbon atom to which they are attached particularly preferably represent saturated C6

cycloalkyl which is substituted by an alkylenedioxyl group which, together with the carbon atom to which it is attached, forms a 5-membered or 6-membered ketal,

G particularly preferably represents hydrogen (a) or represents one of the groups

0 0

M R2 (c), E (d), 1 (b), xU 0R

in which

M represents oxygen,

E represents a metal ion equivalent or an ammonium ion, (most preferably sodium or potassium),

R1 particularly preferably represents straight-chain or branched C-C 4-alkyl,

R2 particularly preferably represents straight-chain or branched C-C 4-alkyl.

Most preferably used are tetramic acid derivatives of the formula (I) mentioned above where G = hydrogen (a).

Likewise most preferably used are tetramic acid derivatives of the formula (I) mentioned above where G = E (d).

Unless indicated otherwise, optionally substituted radicals may be mono- or polysubstituted, where the substituents in the case of polysubstitutions may be the same or different.

Especially preferred for use are tetramic acid derivatives of the abovementioned formula (I) in which the radicals are as defined below:

G-O X A B N H O W

Ex. No. W X Y A B G known from

WO 06/089633;

Ex. No.

1-1 CH3 CH3 CH 3 -(CH 2) 2 -C-(CH 2 ) 2 - H I-1-a-2

0- (CH2 ) 2 -o

1-2 CH3 CH3 Cl -(CH 2) 2 -C-(CH 2 ) 2 - H I-1-a-4

0- (CH2 ) 2 -o

1-3 CH3 CH3 Br -(CH 2) 2 -C-(CH 2 ) 2 - H I-1-a-26

0- (CH2 ) 2 -o

1-4 CH3 CH3 CH 3 -(CH 2) 2-C-(CH 2)2- H I-1-a-18

0- (CH2 ) 3 0

1-5 CH3 CH3 Cl -(CH 2) 2-C-(CH 2)2- H I-1-a-14

0- (CH2 ) 3 -o

1-6 CH3 CH3 Br -(CH 2) 2-C-(CH 2)2- H I-1-a-19

0- (CH2 ) 3 -o

The use according to the invention of the tetramic acid derivatives can be on their own or else in combination with other insecticidally and/or acaricidally active compounds and/or nematicides.

Methods and uses

The invention relates to the use of the compounds of the formula (1) as pesticides, in particular as crop protection agents by drenching, droplet application, planting hole treatment, dip application or soil injection.

In the context of the present application, the term "pesticide" also always encompasses the term "crop protection agent".

The compounds of the formula (I), in combination with good plant tolerance and favourable toxicity to warm blooded animals and good environmental tolerance, are suitable for protecting plants and plant organs, for increasing the harvest yields, for improving the quality of the harvested material and for controlling animal pests, in particular insects, arachnids and nematodes, which are encountered in agriculture, in horticulture, in forests and in gardens and leisure facilities. They can preferably be used as pesticides. They are active against normally sensitive and resistant species and also against all or specific stages of development. The abovementioned pests include:

pests from the phylum of the Arthropoda, in particular from the class of the Arachnida e.g. Acarus spp., e.g. Acarus siro, Aceria kuko, Aceria sheldoni, Aculops spp., Aculus spp., e.g. Aculus fockeui, Aculus schlechtendali, Amblyomma spp., Amphitetranychus viennensis, Argas spp., Boophilus spp., Brevipalpus spp., e.g. Brevipalpus phoenicis, Bryobia graminum, Bryobia praetiosa, Centruroides spp., Chorioptes spp., Dermanyssus gallinae, Dermatophagoides pteronyssinus, Dermatophagoides farinae, Dermacentor spp., Eotetranychus spp., e.g. Eotetranychus hicoriae, Epitrimerus pyri, Eutetranychus spp., e.g. Eutetranychus banksi, Eriophyes spp., e.g. Eriophyes pyri, Glycyphagus domesticus, Halotydeus destructor, Hemitarsonemus spp., e.g. Hemitarsonemus latus (=Polyphagotarsonemus latus), Hyalomma spp., Ixodes spp., Latrodectus spp., Loxosceles spp., Neutrombicula autumnalis, Nuphersa spp., Oligonychus spp., e.g. Oligonychus coffeae, Oligonychus coniferarum, Oligonychus ilicis, Oligonychus indicus, Oligonychus mangiferus, Oligonychus pratensis, Oligonychus punicae, Oligonychus yothersi, Ornithodorus spp., Ornithonyssus spp., Panonychus spp., e.g. Panonychus citri (=Metatetranychus citri), Panonychus ulmi (=Metatetranychus ulmi), Phyllocoptruta oleivora, Platytetranychus multidigituli, Polyphagotarsonemus latus, Psoroptes spp., Rhipicephalus spp., Rhizoglyphus spp., Sarcoptes spp., Scorpio maurus, Steneotarsonemus spp., Steneotarsonemus spinki, Tarsonemus spp., e.g. Tarsonemus confusus, Tarsonemus pallidus, Tetranychus spp., e.g. Tetranychus canadensis, Tetranychus cinnabarinus, Tetranychus turkestani, Tetranychus urticae, Trombicula alfreddugesi, Vaejovis spp., Vasates lycopersici;

from the order of the Coleoptera e.g. Acalymma vittatum, Acanthoscelides obtectus, Adoretus spp., Aethina tumida, Agelastica alni, Agrilus spp., e.g. Agrilus planipennis, Agrilus coxalis, Agrilus bilineatus, Agrilus anxius, Agriotes spp., e.g. Agriotes linneatus, Agriotes mancus, Alphitobius diaperinus, Amphimallon solstitialis, Anobium punctatum, Anoplophora spp., e.g. Anoplophora glabripennis, Anthonomus spp., e.g. Anthonomus grandis, Anthrenus spp., Apion spp., Apogonia spp., Atomaria spp., e.g. Atomaria linearis, Attagenus spp., Baris caerulescens, Bruchidius obtectus, Bruchus spp., e.g. Bruchus pisorum, Bruchus rufimanus, Cassida spp., Cerotoma trifurcata, Ceutorrhynchus spp., e.g. Ceutorrhynchus assimilis, Ceutorrhynchus quadridens, Ceutorrhynchus rapae, Chaetocnema spp., e.g. Chaetocnema confinis, Chaetocnema denticulata, Chaetocnema ectypa, Cleonus mendicus, Conoderus spp., Cosmopolites spp., e.g. Cosmopolites sordidus, Costelytra zealandica, Ctenicera spp., Curculio spp., e.g. Curculio caryae, Curculio caryatrypes, Curculio obtusus, Curculio sayi, Cryptolestes ferrugineus, Cryptolestes pusillus, Cryptorhynchus lapathi, Cryptorhynchus mangiferae, Cylindrocopturus spp., Cylindrocopturus adspersus, Cylindrocopturus furnissi, Dendroctonus spp., e.g. Dendroctonus ponderosae, Dermestes spp., Diabrotica spp., e.g. Diabrotica balteata, Diabrotica barberi, Diabrotica undecimpunctata howardi, Diabrotica undecimpunctata undecimpunctata, Diabrotica virgifera virgifera, Diabrotica virgifera zeae, Dichocrocis spp., Dicladispa armigera, Diloboderus spp., Epicaerus spp., Epilachna spp., e.g. Epilachna borealis, Epilachna varivestis, Epitrix spp., e.g. Epitrix cucumeris, Epitrix fuscula, Epitrix hirtipennis, Epitrix subrinita, Epitrix tuberis, Faustinus spp., Gibbium psylloides, Gnathocerus cornutus, Hellula undalis, Heteronychus arator, Heteronyx spp., Hylamorpha elegans, Hylotrupes bajulus, Hypera postica, Hypomeces squamosus, Hypothenemus spp., e.g. Hypothenemus hampei, Hypothenemus obscurus, Hypothenemus pubescens, Lachnosterna consanguinea, Lasioderma serricorne, Latheticus oryzae, Lathridius spp., Lema spp., Leptinotarsa decemlineata, Leucoptera spp., e.g. Leucoptera coffeella, Limonius ectypus, Lissorhoptrus oryzophilus, Listronotus (=Hyperodes) spp., Lixus spp., Luperodes spp., Luperomorpha xanthodera, Lyctus spp., Megacyllene spp., e.g. Megacyllene robiniae, Megascelis spp., Melanotus spp., e.g. Melanotus longulus oregonensis, Meligethes aeneus, Melolontha spp., e.g. Melolontha melolontha, Migdolus spp., Monochamus spp., Naupactus xanthographus, Necrobia spp., Neogalerucella spp., Niptus hololeucus, Oryctes rhinoceros, Oryzaephilus surinamensis, Oryzaphagus oryzae, Otiorhynchus spp., e.g. Otiorhynchus cribricollis, Otiorhynchus ligustici, Otiorhynchus ovatus, Otiorhynchus rugosostriarus, Otiorhynchus sulcatus, Oulema spp., e.g. Oulema melanopus, Oulema oryzae, Oxycetonia jucunda, Phaedon cochleariae, Phyllophaga spp., Phyllophaga helleri, Phyllotreta spp., e.g. Phyllotreta armoraciae, Phyllotreta pusilla, Phyllotreta ramosa, Phyllotreta striolata, Popillia japonica, Premnotrypes spp., Prostephanus truncatus, Psylliodes spp., e.g. Psylliodes affinis, Psylliodes chrysocephala, Psylliodes punctulata, Ptinus spp., Rhizobius ventralis, Rhizopertha dominica, Rhynchophorus spp., Rhynchophorus ferrugineus, Rhynchophorus palmarum, Scolytus spp., e.g. Scolytus multistriatus, Sinoxylon perforans, Sitophilus spp., e.g. Sitophilus granarius, Sitophilus linearis, Sitophilus oryzae, Sitophilus zeamais, Sphenophorus spp., Stegobium paniceum, Sternechus spp., e.g. Sternechus paludatus, Symphyletes spp., Tanymecus spp., e.g. Tanymecus dilaticollis, Tanymecus indicus, Tanymecus palliatus, Tenebrio molitor, Tenebrioides mauretanicus, Tribolium spp., e.g. Tribolium audax, Tribolium castaneum, Tribolium confusum, Trogoderma spp., Tychius spp., Xylotrechus spp., Zabrus spp., e.g. Zabrus tenebrioides; from the order of the Diptera e.g. Aedes spp., e.g. Aedes aegypti, Aedes albopictus, Aedes sticticus, Aedes vexans, Agromyza spp., e.g. Agromyza frontella, Agromyza parvicornis, Anastrepha spp., Anopheles spp., e.g. Anopheles quadrimaculatus, Anopheles gambiae, Asphondylia spp., Bactrocera spp., e.g. Bactrocera cucurbitae, Bactrocera dorsalis, Bactrocera oleae, Bibio hortulanus, Calliphora erythrocephala, Calliphora vicina, Ceratitis capitata, Chironomus spp., Chrysomya spp., Chrysops spp., Chrysozona pluvialis,

Cochliomya spp., Contarinia spp., e.g. Contarinia johnsoni, Contarinia nasturtii, Contarinia pyrivora, Contarinia schulzi, Contarinia sorghicola, Contarinia tritici, Cordylobia anthropophaga, Cricotopus sylvestris, Culex spp., e.g. Culex pipiens, Culex quinquefasciatus, Culicoides spp., Culiseta spp., Cuterebra spp., Dacus oleae, Dasineura spp., e.g. Dasineura brassicae, Delia spp., e.g. Delia antiqua, Delia coarctata, Delia florilega, Delia platura, Delia radicum, Dermatobia hominis, Drosophila spp., e.g. Drosphila melanogaster, Drosophila suzukii, Echinocnemus spp., Euleia heraclei, Fannia spp., Gasterophilus spp., Glossina spp., Haematopota spp., Hydrellia spp., Hydrellia griseola, Hylemya spp., Hippobosca spp., Hypoderma spp., Liriomyza spp., e.g. Liriomyza brassicae, Liriomyza huidobrensis, Liriomyza sativae, Lucilia spp., e.g. Lucilia cuprina, Lutzomyia spp., Mansonia spp., Musca spp., e.g. Musca domestica, Musca domestica vicina, Oestrus spp., Oscinella frit, Paratanytarsus spp., Paralauterbomiella subcincta, Pegomya or Pegomyia spp., e.g. Pegomya betae, Pegomya hyoscyami, Pegomya rubivora, Phlebotomus spp., Phorbia spp., Phormia spp., Piophila casei, Platyparea poeciloptera, Prodiplosis spp., Psila rosae, Rhagoletis spp., e.g. Rhagoletis cingulata, Rhagoletis completa, Rhagoletis fausta, Rhagoletis indifferens, Rhagoletis mendax, Rhagoletis pomonella, Sarcophaga spp., Simulium spp., e.g. Simulium meridionale, Stomoxys spp., Tabanus spp., Tetanops spp., Tipula spp., e.g. Tipula paludosa, Tipula simplex, Toxotrypana curvicauda;

from the order of the Hemiptera e.g. Acizzia acaciaebaileyanae, Acizzia dodonaeae, Acizzia uncatoides, Acrida turrita, Acyrthosipon spp., e.g. Acyrthosiphon pisum, Acrogonia spp., Aeneolamia spp., Agonoscena spp., Aleurocanthus spp., Aleyrodes proletella, Aleurolobus barodensis, Aleurothrixus floccosus, Allocaridara malayensis, Amrasca spp., e.g. Amrasca bigutulla, Amrasca devastans, Anuraphis cardui, Aonidiella spp., e.g. Aonidiella aurantii, Aonidiella citrina, Aonidiella inomata, Aphanostigma piri, Aphis spp., e.g. Aphis citricola, Aphis craccivora, Aphis fabae, Aphis forbesi, Aphis glycines, Aphis gossypii, Aphis hederae, Aphis illinoisensis, Aphis middletoni, Aphis nasturtii, Aphis nerii, Aphis pomi, Aphis spiraecola, Aphis vibumiphila, Arboridia apicalis, Arytainilla spp., Aspidiella spp., Aspidiotus spp., e.g. Aspidiotus nerii, Atanus spp., Aulacorthum solani, Bemisia tabaci, Blastopsylla occidentalis, Boreioglycaspis melaleucae, Brachycaudus helichrysi, Brachycolus spp., Brevicoryne brassicae, Cacopsylla spp., e.g. Cacopsylla pyricola, Calligypona marginata, Capulinia spp., Cameocephala fulgida, Ceratovacuna lanigera, Cercopidae, Ceroplastes spp., Chaetosiphon fragaefolii, Chionaspis tegalensis, Chlorita onukii, Chondracris rosea, Chromaphis juglandicola, Chrysomphalus aonidum, Chrysomphalus ficus, Cicadulina mbila, Coccomytilus halli, Coccus spp., e.g. Coccus hesperidum, Coccus longulus, Coccus pseudomagnoliarum, Coccus viridis, Cryptomyzus ribis, Cryptoneossa spp., Ctenarytaina spp., Dalbulus spp., Dialeurodes chittendeni, Dialeurodes citri, Diaphorina citri, Diaspis spp., Diuraphis spp., Doralis spp., Drosicha spp., Dysaphis spp., e.g. Dysaphis apiifolia, Dysaphis plantaginea, Dysaphis tulipae, Dysmicoccus spp., Empoasca spp., e.g. Empoasca abrupta, Empoasca fabae, Empoasca maligna, Empoasca solana, Empoasca stevensi, Eriosoma spp., e.g. Eriosoma americanum, Eriosoma lanigerum, Eriosoma pyricola, Erythroneura spp., Eucalyptolyma spp., Euphyllura spp., Euscelis bilobatus, Ferrisia spp., Fiorinia spp., Furcaspis oceanica, Geococcus coffeae, Glycaspis spp., Heteropsylla cubana, Heteropsylla spinulosa, Homalodisca coagulata, Hyalopterus arundinis, Hyalopterus pruni, Icerya spp., e.g. Icerya purchasi, Idiocerus spp., Idioscopus spp., Laodelphax striatellus, Lecanium spp., e.g. Lecanium comi (=Parthenolecanium comi), Lepidosaphes spp., e.g. Lepidosaphes ulmi, Lipaphis erysimi, Lopholeucaspis japonica, Lycorma delicatula, Macrosiphum spp., e.g. Macrosiphum euphorbiae, Macrosiphum lilii, Macrosiphum rosae, Macrosteles facifrons, Mahanarva spp., Melanaphis sacchari, Metcalfiella spp., Metcalfa pruinosa, Metopolophium dirhodum, Monellia costalis, Monelliopsis pecanis, Myzus spp., e.g. Myzus ascalonicus, Myzus cerasi, Myzus ligustri, Myzus omatus, Myzus persicae, Myzus nicotianae, Nasonovia ribisnigri, Neomaskellia spp., Nephotettix spp., e.g. Nephotettix cincticeps, Nephotettix nigropictus, Nettigoniclla spectra, Nilaparvata lugens, Oncometopia spp., Orthezia praelonga, Oxya chinensis, Pachypsylla spp., Parabemisia myricae, Paratrioza spp., e.g. Paratrioza cockerelli, Parlatoria spp., Pemphigus spp., e.g. Pemphigus bursarius, Pemphigus populivenae, Peregrinus maidis, Perkinsiella spp., Phenacoccus spp., e.g. Phenacoccus madeirensis, Phloeomyzus passerinii, Phorodon humuli, Phylloxera spp., e.g. Phylloxera devastatrix, Phylloxera notabilis, Pinnaspis aspidistrae, Planococcus spp., e.g. Planococcus citri, Prosopidopsylla flava, Protopulvinaria pyriformis, Pseudaulacaspis pentagona, Pseudococcus spp., e.g. Pseudococcus calceolariae, Pseudococcus comstocki, Pseudococcus longispinus, Pseudococcus maritimus, Pseudococcus vibumi, Psyllopsis spp., Psylla spp., e.g. Psylla buxi, Psylla mali, Psylla pyri, Pteromalus spp., Pulvinaria spp., Pyrilla spp., Quadraspidiotus spp., e.g. Quadraspidiotus juglansregiae, Quadraspidiotus ostreaeformis, Quadraspidiotus perniciosus, Quesada gigas, Rastrococcus spp., Rhopalosiphum spp., e.g. Rhopalosiphum maidis, Rhopalosiphum oxyacanthae, Rhopalosiphum padi, Rhopalosiphum rufiabdominale, Saissetia spp., e.g. Saissetia coffeae, Saissetia miranda, Saissetia neglecta, Saissetia oleae, Scaphoideus titanus, Schizaphis graminum, Selenaspidus articulatus, Sipha flava, Sitobion avenae, Sogata spp., Sogatella furcifera, Sogatodes spp., Stictocephala festina, Siphoninus phillyreae, Tenalaphara malayensis, Tetragonocephela spp., Tinocallis caryaefoliae, Tomaspis spp., Toxoptera spp., e.g. Toxoptera aurantii, Toxoptera citricidus, Trialeurodes vaporariorum, Trioza spp., e.g. Trioza diospyri, Typhlocyba spp., Unaspis spp., Viteus vitifolii, Zygina spp.; from the order of the Heteroptera e.g. Aelia spp., Anasa tristis, Antestiopsis spp., Boisea spp., Blissus spp., Calocoris spp., Campylomma livida, Cavelerius spp., Cimex spp., e.g. Cimex adjunctus, Cimex hemipterus, Cimex lectularius, Cimex pilosellus, Collaria spp., Creontiades dilutus, Dasynus piperis, Dichelops furcatus, Diconocoris hewetti, Dysdercus spp., Euschistus spp., e.g. Euschistus heros, Euschistus servus, Euschistus tristigmus, Euschistus variolarius, Eurydema spp., Eurygaster spp., Halyomorpha halys, Heliopeltis spp., Horcias nobilellus, Leptocorisa spp., Leptocorisa varicomis, Leptoglossus occidentalis, Leptoglossus phyllopus, Lygocoris spp., e.g. Lygocoris pabulinus, Lygus spp., e.g. Lygus elisus, Lygus hesperus, Lygus lineolaris, Macropes excavatus, Megacopta cribraria, Miridae, Monalonion atratum, Nezara spp., e.g. Nezara viridula, Nysius spp., Oebalus spp., Pentomidae, Piesma quadrata, Piezodorus spp., e.g. Piezodorus guildinii,

Psallus spp., Pseudacysta persea, Rhodnius spp., Sahlbergella singularis, Scaptocoris castanea, Scotinophora spp., Stephanitis nashi, Tibraca spp., Triatoma spp.;

from the order of the Hymenoptera e.g. Acromyrmex spp., Athalia spp., e.g. Athalia rosae, Atta spp., Camponotus spp., Dolichovespula spp., Diprion spp., e.g. Diprion similis, Hoplocampa spp., e.g. Hoplocampa cookei, Hoplocampa testudinea, Lasius spp., Linepithema (Iridiomyrmex) humile, Monomorium pharaonis, Paratrechina spp., Paravespula spp., Plagiolepis spp., Sirex spp., e.g. Sirex noctilio, Solenopsis invicta, Tapinoma spp., Technomyrmex albipes, Urocerus spp., Vespa spp., e.g. Vespa crabro, Wasmannia auropunctata, Xeris spp.;

from the order of the Isopoda e.g. Armadillidium vulgare, Oniscus asellus, Porcellio scaber;

from the order of the Isoptera e.g. Coptotermes spp., e.g. Coptotermes formosanus, Comitermes cumulans, Cryptotermes spp., Incisitermes spp., Kalotermes spp., Microtermes obesi, Nasutitermis spp., Odontotermes spp., Porotermes spp., Reticulitermes spp., e.g. Reticulitermes flavipes, Reticulitermes hesperus;

from the order of the Lepidoptera e.g. Achroia grisella, Acronicta major, Adoxophyes spp., e.g. Adoxophyes orana, Aedia leucomelas, Agrotis spp., e.g. Agrotis segetum, Agrotis ipsilon, Alabama spp., e.g. Alabama argillacea, Amyelois transitella, Anarsia spp., Anticarsia spp., e.g. Anticarsia gemmatalis, Argyroploce spp., Autographa spp., Barathra brassicae, Blastodacna atra, Borbo cinnara, Bucculatrix thurberiella, Bupalus piniarius, Busseola spp., Cacoecia spp., Caloptilia theivora, Capua reticulana, Carpocapsa pomonella, Carposina niponensis, Cheimatobia brumata, Chilo spp., e.g. Chilo plejadellus, Chilo suppressalis, Choreutis pariana, Choristoneura spp., Chrysodeixis chalcites, Clysia ambiguella, Cnaphalocerus spp., Cnaphalocrocis medinalis, Cnephasia spp., Conopomorpha spp., Conotrachelus spp., Copitarsia spp., Cydia spp., e.g. Cydia nigricana, Cydia pomonella, Dalaca noctuides, Diaphania spp., Diparopsis spp., Diatraea saccharalis, Dioryctria spp., e.g. Dioryctria zimmermani, Earias spp., Ecdytolopha aurantium, Elasmopalpus lignosellus, Eldana saccharina, Ephestia spp., e.g. Ephestia elutella, Ephestia kuehniella, Epinotia spp., Epiphyas postvittana, Erannis spp., Erschoviella musculana, Etiella spp., Eudocima spp., Eulia spp., Eupoecilia ambiguella, Euproctis spp., e.g. Euproctis chrysorrhoea, Euxoa spp., Feltia spp., Galleria mellonella, Gracillaria spp., Grapholitha spp., e.g. Grapholita molesta, Grapholita prunivora, Hedylepta spp., Helicoverpa spp., e.g. Helicoverpa armigera, Helicoverpa zea, Heliothis spp., e.g. Heliothis virescens , Hofmannophila pseudospretella, Homoeosoma spp., Homona spp., Hyponomeuta padella, Kakivoria flavofasciata, Lampides spp., Laphygma spp., Laspeyresia molesta, Leucinodes orbonalis, Leucoptera spp., e.g. Leucoptera coffeella, Lithocolletis spp., e.g. Lithocolletis blancardella, Lithophane antennata, Lobesia spp., e.g. Lobesia botrana, Loxagrotis albicosta, Lymantria spp., e.g. Lymantria dispar, Lyonetia spp., e.g. Lyonetia clerkella, Malacosoma neustria, Maruca testulalis, Mamestra brassicae, Melanitis leda, Mocis spp., Monopis obviella, Mythimna separata, Nemapogon cloacellus, Nymphula spp., Oiketicus spp., Omphisa spp., Operophtera spp.,

Oria spp., Orthaga spp., Ostrinia spp., e.g. Ostrinia nubilalis, Panolis flammea, Parnara spp., Pectinophora spp., e.g. Pectinophora gossypiella, Perileucoptera spp., Phthorimaea spp., e.g. Phthorimaea operculella, Phyllocnistis citrella, Phyllonorycter spp., e.g. Phyllonorycter blancardella, Phyllonorycter crataegella, Pieris spp., e.g. Pieris rapae, Platynota stultana, Plodia interpunctella, Plusia spp., Plutella xylostella (=Plutella maculipennis), Podesia spp., e.g. Podesia syringae, Prays spp., Prodenia spp., Protoparce spp., Pseudaletia spp., e.g. Pseudaletia unipuncta, Pseudoplusia includens, Pyrausta nubilalis, Rachiplusia nu, Schoenobius spp., e.g. Schoenobius bipunctifer, Scirpophaga spp., e.g. Scirpophaga innotata, Scotia segetum, Sesamia spp., e.g. Sesamia inferens, Sparganothis spp., Spodoptera spp., e.g. Spodoptera eradiana, Spodoptera exigua, Spodoptera frugiperda, Spodoptera praefica, Stathmopoda spp., Stenoma spp., Stomopteryx subsecivella, Synanthedon spp., Tecia solanivora, Thaumetopoea spp., Thermesia gemmatalis, Tinea cloacella, Tinea pellionella, Tineola bisselliella, Tortrix spp., Trichophaga tapetzella, Trichoplusia spp., e.g. Trichoplusia ni, Tryporyza incertulas, Tuta absoluta, Virachola spp.;

from the order of the Orthoptera or Saltatoria e.g. Acheta domesticus, Dichroplus spp., Gryllotalpa spp., e.g. Gryllotalpa gryllotalpa, Hieroglyphus spp., Locusta spp., e.g. Locusta migratoria, Melanoplus spp., e.g. Melanoplus devastator, Paratlanticus ussuriensis, Schistocerca gregaria;

from the order of the Phthiraptera e.g. Damalinia spp., Haematopinus spp., Linognathus spp., Pediculus spp., Phylloxera vastatrix, Phthirus pubis, Trichodectes spp.;

from the order of the Thysanoptera e.g. Anaphothrips obscurus, Baliothrips biformis, Chaetanaphothrips leeuweni, Drepanothrips reuteri, Enneothrips flavens, Frankliniella spp., e.g. Frankliniella fusca, Frankliniella occidentalis, Frankliniella schultzei, Frankliniella tritici, Frankliniella vaccinii, Frankliniella williamsi, Haplothrips spp., Heliothrips spp., Hercinothrips femoralis, Kakothrips spp., Rhipiphorothrips cruentatus, Scirtothrips spp., Taeniothrips cardamomi, Thrips spp., e.g. Thrips palmi, Thrips tabaci;

plant pests from the phylum of the Nematoda, i.e. phytoparasitic nematodes, in particular Aglenchus spp., e.g. Aglenchus agricola, Anguina spp., e.g. Anguina tritici, Aphelenchoides spp., e.g. Aphelenchoides arachidis, Aphelenchoides fragariae, Belonolaimus spp., e.g. Belonolaimus gracilis, Belonolaimus longicaudatus, Belonolaimus nortoni, Bursaphelenchus spp., e.g. Bursaphelenchus cocophilus, Bursaphelenchus eremus, Bursaphelenchus xylophilus, Cacopaurus spp., e.g. Cacopaurus pestis, Criconemella spp., e.g. Criconemella curvata, Criconemella onoensis, Criconemella ornata, Criconemella rusium, Criconemella xenoplax (= Mesocriconema xenoplax), Criconemoides spp., e.g. Criconemoides ferniae, Criconemoides onoense, Criconemoides ornatum, Ditylenchus spp., e.g. Ditylenchus dipsaci, Dolichodorus spp., Globodera spp., e.g. Globodera pallida, Globodera rostochiensis, Helicotylenchus spp., e.g. Helicotylenchus dihystera, Hemicriconemoides spp., Hemicycliophora spp., Heterodera spp., e.g. Heterodera avenae, Heterodera glycines, Heterodera schachtii, Hirschmaniella spp., Hoplolaimus spp.,

Longidorus spp., e.g. Longidorus africanus, Meloidogyne spp., e.g. Meloidogyne chitwoodi, Meloidogyne fallax, Meloidogyne hapla, Meloidogyne incognita, Meloinema spp., Nacobbus spp., Neotylenchus spp., Paralongidorus spp., Paraphelenchus spp., Paratrichodorus spp., e.g. Paratrichodorus minor, Paratylenchus spp., Pratylenchus spp., e.g. Pratylenchus penetrans, Pseudohalenchus spp., Psilenchus spp., Punctodera spp., Quinisulcius spp., Radopholus spp., e.g. Radopholus citrophilus, Radopholus similis, Rotylenchulus spp., Rotylenchus spp., Scutellonema spp., Subanguina spp., Trichodorus spp., e.g. Trichodorus obtusus, Trichodorus primitivus, Tylenchorhynchus spp., e.g. Tylenchorhynchus annulatus, Tylenchulus spp., e.g. Tylenchulus semipenetrans, Xiphinema spp., e.g. Xiphinema index.

Nematodes

A nematicide in crop protection, as described herein, is capable of controlling nematodes.

The term "controlling nematodes" means killing the nematodes or preventing or impeding their development or their growth or preventing or impeding their penetration into or their sucking on plant tissue.

Here, the efficacy of the compounds is determined by comparing mortalities, gall formation, cyst formation, nematode density per volume of soil, nematode density per root, number ofnematode eggs per volume of soil, mobility of the nematodes between a plant or plant part treated with the compound of the formula (I) or the treated soil and an untreated plant or plant part or the untreated soil (100%). Preferably, the reduction achieved is 25-50% in comparison to an untreated plant, plant part or the untreated soil, more preferably 51- 7 9 % and most preferably the complete kill or the complete prevention of development and growth of the nematodes by a reduction of 80 to 100% is achieved. The control ofnematodes as described herein also comprises the control of proliferation of the nematodes (development of cysts and/or eggs). Compounds of the formula (I) can likewise be used to maintain the health of the plants or animals, and they can be used for the control of nematodes in a curative, preventative or systemic manner.

The person skilled in the art knows methods for determining mortalities, gall formation, cyst formation, nematode density per volume of soil, nematode density per root, number ofnematode eggs per volume of soil, mobility of the nematodes.

The use of a compound of the formula (I) may keep the plant healthy and also comprises a reduction of the damage caused by nematodes and an increase of the harvest yield.

In the present context, the term "nematodes" refers to plant nematodes which comprise all nematodes which damage plants. Plant nematodes comprise phytoparasitic nematodes and soil-borne nematodes. The phytoparasitic nematodes include ectoparasites such as Xiphinema spp., Longidorus spp. and Trichodorus spp.; semiparasites such as Tylenchulus spp.; migratory endoparasites such as Pratylenchus spp., Radopholus spp. and Scutellonema spp.; non-migratory parasites such as Heterodera spp., Globodera spp. and Meloidogyne spp., and also stem and leaf endoparasites such as Ditylenchus spp., Aphelenchoides spp. and Hirschmaniella spp. Particularly damaging root-parasitic soil nematodes are, for example, cyst-forming nematodes of the genera Heterodera or Globodera, and/or root gall nematodes of the genus Meloidogyne. Damaging species of these genera are, for example, Meloidogyne incognita, Heterodera glycines (soya bean cyst nematode), Globodera pallida and Globodera rostochiensis (yellow potato cyst nematode), these species being controlled effectively by the compounds described in the present text. However, the use of the compounds described in the present text is by no means restricted to these genera or species, but also extends in the same manner to other nematodes.

The phytoparasitic nematodes include, for example, Anguina spp., Aphelenchoides spp., Belonoaimus spp., Bursaphelenchus spp., Ditylenchus dipsaci, Globodera spp., Heliocotylenchus spp., Heterodera spp., Longidorus spp., Meloidogyne spp., Pratylenchus spp., Radopholus similis, Rotylenchus spp., Trichodorus spp., Tylenchorhynchus spp., Tylenchulus spp., Tylenchulus semipenetrans and Xiphinema spp.

The active compound of the formula (I) can be converted to customary formulations and to the use forms prepared therefrom as pesticides such as, for example, drench, drip and spray liquors. Optionally, the use forms comprise further pesticides and/or adjuvants which improve action, such as penetrants, e.g. vegetable oils, for example rapeseed oil, sunflower oil, mineral oils, for example paraffin oils, alkyl esters of vegetable fatty acids, for example rapeseed oil methyl ester or soya oil methyl ester, or alkanol alkoxylates and/or spreaders, for example alkylsiloxanes and/or salts, for example organic or inorganic ammonium or phosphonium salts, for example ammonium sulfate or diammonium hydrogenphosphate and/or retention promoters, for example dioctyl sulfosuccinate or hydroxypropylguar polymers and/or humectants, for example glycerol and/or fertilizers, for example ammonium-, potassium- or phosphorus-containing fertilizers.

Customary formulations are, for example, water-soluble liquids (SL), emulsion concentrates (EC), emulsions in water (EW), suspension concentrates (SC, SE, FS, OD), water-dispersible granules (WG), granules (GR) and capsule concentrates (CS); these and further possible formulation types are described, for example, by Crop Life International and in Pesticide Specifications, Manual on development and use of FAO and WHO specifications for pesticides, FAO Plant Production and Protection Papers - 173, prepared by the FAO/WHO Joint Meeting on Pesticide Specifications, 2004, ISBN: 9251048576. The formulations, in addition to one or more compounds of the formula (I), optionally comprise further active agrochemical ingredients.

Preference is given to formulations or use forms comprising auxiliaries, for example extenders, solvents, spontaneity promoters, carriers, emulsifiers, dispersants, frost protection agents, biocides, thickeners and/or further auxiliaries, for example adjuvants. An adjuvant in this context is a component which enhances the biological effect of the formulation, without the component itself having any biological effect. Examples of adjuvants are agents which promote retention, spreading, attachment to the leaf surface or penetration.

These formulations are produced in a known manner, for example by mixing the compounds of the formula (I) with auxiliaries, for example extenders, solvents and/or solid carriers and/or other auxiliaries, for example surfactants. The formulations are produced either in suitable facilities or else before or during application.

The auxiliaries used may be substances suitable for imparting special properties, such as certain physical, technical and/or biological properties, to the formulation of the compounds of the formula (I), or to the use forms prepared from these formulations (for example ready-to-use pesticides such as spray liquors or seed dressing products).

Suitable extenders are, for example, water, polar and nonpolar organic chemical liquids, for example from the classes of the aromatic and non-aromatic hydrocarbons (such as paraffins, alkylbenzenes, alkylnaphthalenes, chlorobenzenes), the alcohols and polyols (which, if appropriate, may also be substituted, etherified and/or esterified), the ketones (such as acetone, cyclohexanone), the esters (including fats and oils) and (poly)ethers, the simple and substituted amines, amides, lactams (such as N-alkylpyrrolidones) and lactones, the sulfones and sulfoxides (such as dimethyl sulfoxide), the carbonates and the nitriles.

If the extender utilized is water, it is also possible to use, for example, organic solvents as auxiliary solvents. Useful liquid solvents are essentially: aromatics such as xylene, toluene or alkylnaphthalenes, chlorinated aromatics or chlorinated aliphatic hydrocarbons such as chlorobenzenes, chloroethylenes or methylene chloride, aliphatic hydrocarbons such as cyclohexane or paraffins, for example petroleum fractions, mineral and vegetable oils, alcohols such as butanol or glycol and their ethers and esters, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents such as dimethylformamide or dimethyl sulfoxide, carbonates such as propylene carbonate, butylene carbonate, diethyl carbonate or dibutyl carbonate, or nitriles such as acetonitrile or propanenitrile.

In principle, it is possible to use all suitable solvents. Examples of suitable solvents are aromatic hydrocarbons, for example xylene, toluene or alkylnaphthalenes, chlorinated aromatic or chlorinated aliphatic hydrocarbons, for example chlorobenzene, chloroethylene or methylene chloride, aliphatic hydrocarbons, for example cyclohexane, paraffins, petroleum fractions, mineral and vegetable oils, alcohols, for example methanol, ethanol, isopropanol, butanol or glycol and their ethers and esters, ketones, for example acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents such as dimethyl sulfoxide, carbonates such as propylene carbonate, butylene carbonate, diethyl carbonate or dibutyl carbonate, nitriles such as acetonitrile or propanenitrile, and also water.

In principle, it is possible to use all suitable carriers. Useful carriers especially include, for example, ammonium salts and natural, finely ground rocks, such as kaolins, aluminas, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth, and synthetic, finely ground rocks, such as highly disperse silica, aluminium oxide and natural or synthetic silicates, resins, waxes and/or solid fertilizers. It is likewise possible to use mixtures of such carriers. Useful carriers for granules include: for example crushed and fractionated natural rocks such as calcite, marble, pumice, sepiolite, dolomite, and synthetic granules of inorganic and organic flours, and also granules of organic material such as sawdust, paper, coconut shells, maize cobs and tobacco stalks.

It is also possible to use liquefied gaseous extenders or solvents. Especially suitable extenders or carriers are those which are gaseous at standard temperature and under atmospheric pressure, for example aerosol propellants such as halogenated hydrocarbons, and also butane, propane, nitrogen and carbon dioxide.

Examples of emulsifiers and/or foam formers, dispersants or wetting agents having ionic or nonionic properties or mixtures of these surface-active substances are salts of polyacrylic acid, salts of lignosulfonic acid, salts of phenolsulfonic acid or naphthalenesulfonic acid, polycondensates of ethylene oxide with fatty alcohols or with fatty acids or with fatty amines, with substituted phenols (preferably alkylphenols or arylphenols), salts of sulfosuccinic esters, taurine derivatives (preferably alkyl taurates), isethionate derivatives, phosphoric esters of polyethoxylated alcohols or phenols, fatty acid esters of polyols, and derivatives of the compounds containing sulfates, sulfonates and phosphates, for example alkylaryl polyglycol ethers, alkylsulfonates, alkyl sulfates, arylsulfonates, protein hydrolysates, lignosulfite waste liquors and methylcellulose. The presence of a surfactant is advantageous if one of the compounds of the formula (I) and/or one of the inert carriers is insoluble in water and if the application takes place in water.

Further auxiliaries which may be present in the formulations and the use forms derived therefrom include dyes such as inorganic pigments, for example iron oxide, titanium oxide and Prussian Blue, and organic dyes such as alizarin dyes, azo dyes and metal phthalocyanine dyes, and nutrients and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.

Additional components which may be present are stabilizers, such as cold stabilizers, preservatives, antioxidants, light stabilizers, or other agents which improve chemical and/or physical stability. Foam generators or antifoams may also be present.

In addition, the formulations and use forms derived therefrom may also comprise, as additional auxiliaries, stickers such as carboxymethylcellulose and natural and synthetic polymers in the form of powders, granules or latices, such as gum arabic, polyvinyl alcohol and polyvinyl acetate, or else natural phospholipids such as cephalins and lecithins and synthetic phospholipids. Further auxiliaries may be mineral and vegetable oils.

It is possible if appropriate for still further auxiliaries to be present in the formulations and the use forms derived therefrom. Examples of such additives are fragrances, protective colloids, binders, adhesives, thickeners, thixotropic agents, penetrants, retention promoters, stabilizers, sequestrants, complexing agents, humectants, spreaders. In general, the compounds of the formula (I) can be combined with any solid or liquid additive commonly used for formulation purposes.

Useful retention promoters include all those substances which reduce dynamic surface tension, for example dioctyl sulfosuccinate, or increase viscoelasticity, for example hydroxypropylguar polymers.

Useful penetrants in the present context are all those substances which are typically used to improve the penetration of agrochemically active compounds into plants. Penetrants are defined in this context by their ability to penetrate from the (generally aqueous) application liquor and/or from the spray coating into the cuticle of the plant and hence to increase the mobility of the active ingredients in the cuticle. The method described in the literature (Baur et al., 1997, Pesticide Science 51, 131-152) can be used for determining this property. Examples include alcohol alkoxylates such as coconut fatty ethoxylate (10) or isotridecyl ethoxylate (12), fatty acid esters, for example rapeseed oil methyl ester or soya oil methyl ester, fatty amine alkoxylates, for example tallowamine ethoxylate (15), or ammonium and/or phosphonium salts, for example ammonium sulfate or diammonium hydrogenphosphate.

The formulations preferably comprise between 0.00000001% and 98% by weight of the compound of the formula (I), more preferably between 0.01% and 95% by weight of the compound of the formula (I), most preferably between 0.5% and 90% by weight of the compound of the formula (I), based on the weight of the formulation.

The content of the compound of the formula (I) in the use forms prepared from the formulations (in particular pesticides) may vary within wide ranges. The concentration of the compound of the formula (I) in the use forms may typically be between 0.00000001% and 95% by weight of the compound of the formula (I), preferably between 0.00001% and 1% by weight, based on the weight of the use form. Application is accomplished in a customary manner appropriate for the use forms.

Preferably, the compounds of the formula (I) are, following watering (drench) application, used against animal pests from the following pest families:

Preference is given from the family of the woolly aphids (Pemphigidae) to: Eriosoma spp., Pemphigus spp., in crops such as, for example, citrus fruit, pomaceous fruit, stone fruit, leaf vegetable, root and tuber vegetable and ornamental plants.

Preference is given from the family of the grape lice (Phylloxeridae) to: Phylloxera spp. in grapevines, nuts, citrus fruit.

Preference is given from the family of the jumping plant lice (Psyllidae) to: Psylla spp., Paratrioza spp., Tenalaphara spp., Diaphorina spp., Trioza spp., in crops such as, for example, pomaceous fruit, stone fruit, citrus fruit, vegetables, potatoes, tropical crops.

Preference is given from the family of the soft scales (Coccidae) to: Ceroplastes spp., Drosicha spp., Pulvinaria spp., Protopulminaria spp., Saissetia spp., Coccus spp., in perennial crops such as, for example, citrus fruit, pomaceous fruit, stone fruit, olives, grapevines, coffee, tea, tropical crops, ornamental plants, vegetables.

Preference is given from the family of the armoured scale insects (Diaspididae) to: Quadraspidiotus spp., Aonidiella spp., Lepidosaphes spp., Aspidiotus spp., Aspis spp., Diaspis spp., Parlatoria spp., Pseudaulacaspis spp., Unaspis spp., Pinnaspis spp., Selenaspidus spp., in crops such as, for example, citrus fruit, pomaceous fruit, stone fruit, almonds, pistachios, nuts, olives, tea, ornamental plants, grapevines, tropical crops.

Preference is given from the family of the ensign scales (Ortheziidae) to: Orthezia spp. in citrus fruit, pomaceous fruit, stone fruit.

Preference is given from the family of the mealy bugs (Pseudococcidae) to: Pericerga, Pseudococcus spp., Planococcus spp., Dysmicoccus spp., in crops such as, for example, citrus fruit, stone fruit and pomaceous fruit, tea, grapevines, vegetables, ornamental plants and tropical crops.

Preference is furthermore given from the family of the whiteflies (Aleyrodidae) to: Bemisia tabaci, Bemisia argentifolii, Trialeurodes vaporariorum, Aleurothrixus floccosus, Aleurodes spp., Dialeurodes spp., Parabemisia myricae in crops such as, for example, vegetables, melons, potatoes, tobacco, soft fruit, citrus fruit, ornamental plants, cotton, soya beans and tropical crops.

Moreover, preference is given from the family of the aphids (Aphidae) to:

Myzus spp. in tobacco, stone fruit, soft fruit, fruit vegetables, leafy vegetables, tuber and root vegetables, melons, potatoes, ornamental plants, spices,

Acyrthosiphon onobrychis in vegetables,

Aphis spp. in tobacco, citrus fruit, pomaceous fruit, stone fruit, melons, strawberries, soft fruit, fruit vegetables, leafy vegetables, tuber, stem and root vegetables, ornamental plants, potatoes, pumpkins, spices,

Rhodobium porosum in strawberries,

Nasonovia ribisnigri in leafy vegetables,

Macrosiphum spp. in ornamental plants, potatoes, leafy vegetables and fruit vegetables, strawberries,

Phorodon humuli in hops,

Brevicoryne brassicae in leafy vegetables,

Toxoptera spp. in citrus fruit, stone fruit, almonds, nuts, spices,

Aulacorthum spp. in citrus fruit, potatoes, fruit vegetables and leafy vegetables,

Anuraphis cardui in vegetables,

Brachycaudus helycrisii in sunflowers,

Acyrthosiphon onobrychis in vegetables.

Likewise, preference is given from the family of the thrips (Thripidae) to: Anaphothrips spp., Baliothrips spp., Caliothrips spp., Frankliniella spp., Heliothrips spp., Hercinothrips spp., Rhipiphorothrips spp., Scirtothrips spp., Kakothrips spp., Selenothrips spp. and Thrips spp., in crops auch as, for example, fruit, cotton, grapevines, tea, nuts, tropical crops, ornamental plants, conifers, tobacco, spices, vegetables, soft fruit, melons, citrus fruit and potatoes.

Moreover, preference is given from the family of the leaf-miner flies (Agromyzidae) and root-maggot flies (Anthomyiidae) to: Agromyza spp., Amauromyza spp., Atherigona spp., Chlorops spp., Liriomyza spp., Oscinella spp., Pegomyia spp. in crops such as, for example, vegetables, melons, potatoes, nuts, ornamental plants.

Preference is given from the families of the leafhopper (Cicadellidae) and planthopper (Delphacidae) to: Circulifer spp., Dalbus spp., Empoasca spp., Erythroneura spp., Homalodisca spp., lodioscopus spp., Laodelphax spp., Nephotettix spp., Nilaparvata spp., Oncometopia spp., Sogatella spp., in crops such as, for example, citrus fruit, fruit, grapevines, potatoes, vegetables, ornamental plants, conifers, melons, soft fruit, tea, nuts, rice and tropical crops.

Preference is given from the family of the leaf-miner moths (Gracillariidae) to:

Caloptilia spp., Gracillaria spp., Lithocolletis spp., Leucoptera spp., Phtorimaea spp., Phyllocnistis spp. in crops such as pomaceous fruit, stone fruit, grapevines, nuts, citrus fruit, conifers, potatoes, coffee.

Preference is given from the family of the gall midges (Cecodomyiidae) to:

Contarinia spp., Dasineura spp., Diplosis spp., Prodiplosis spp., Thecodiplosis spp., Sitodiplosis spp., Haplodiplosis spp. in crops such as citrus fruit, pomaceous fruit, stone fruit, vegetables, potatoes, spices, soft fruit, conifers, hops.

Likewise, preference is given from the family of the fruit flies (Tephritidae) to:

Anastrepha spp., Ceratitis spp., Dacus spp., Rhagoletis spp. in crops such as vegetables, soft fruit, melons, pomaceous and stone fruit, ornamental plants, potatoes, grapevines, tropical crops, citrus fruit, olives.

Moreover, preference is given to mites from the families of the spider mites (Tetranychidae) and the gall mites (Eriophydae):

Tetranychus spp., Panonychus spp., Aculops spp. in crops such as vegetables, potatoes, ornamental plants, citrus fruit, grapevines, conifers.

The invention is illustrated by the examples below. These are by no means to be understood as limiting.

Use examples drench

Wooly aphids (Pemphigidae)

Very particular preference is given to the control of the following species from the family of the wooly aphids (Pemphigidae):

Eriosoma lanigerum in pomaceous fruit such as, for example, apples, pears, and stone fruit such as, for example, cherries, plums, prunes,

Eriosoma pyricola in pomaceous fruit such as, for example, apples and pears,

Pemphigus bursarius in ornamental plants such as, for example, chrysanthemums, in vegetables such as, for example, lettuce,

Pemphigus fuscicornis in beets, leafy vegetables such as, for example, lettuce, root vegetable such as, for example, carrots, ornamental plants such as, for example, chrysanthemums,

Grape lice (Phylloxeridae)

Very particular preference is given to the control of the following species from the family of the grape lice (Phylloxeridae):

Phylloxera devastatrix in grapevines, in nuts such as, for example, pecan nuts,

Phylloxera vastatrix, (^ Viteus vitifolii) in grapevines.

Jumping plant lice (Psyllidae)

Very particular preference is given to the control of the following species from the family of the jumping plant lice (Psyllidae):

Psylla pyricola in pomaceous fruit such as, for example, pears, apples, in stone fruit such as, for example, cherries, plums, prunes, peaches, nectarines,

Psylla piri in pomaceous fruit such as, for example, pears,

Psylla pyrisuga in pomaceous fruit such as, for example, pears,

Psylla costalis in pomaceous fruit such as, for example, apples,

Paratrioza cockerelli in fruit vegetables such as, for example, tomatoes, bell peppers, chilli peppers, in root vegetables such as, for example, carrots, in potatoes,

Tenalaphara malayensis in tropical crops such as, for example, durians (King of Fruits),

Diaphorina citri in citrus fruit such as, for example, oranges, mandarins, limes, grapefruit,

Trioza erythrae in citrus fruit such as, for example, oranges, grapefruit.

Soft scales (Coccidae)

Very particular preference is given to the control of the following species from the family of the soft scales (Coccidae) in the following crops:

Ceroplastes ceriferus in citrus fruit such as, for example, oranges, grapefruit, mandarins,

Ceroplastes floridensis lemons, limes, satsumas

Ceroplastes rubens

Ceroplastes rusci

Drosicha mangiferae in tropical crops, e.g. mangoes

Drosicha stebbengii

Pulvinaria aurantii in citrus fruit such as, for example, oranges, grapefruit, mandarins,

Pulvinaria aethiopicus lemons, limes, satsumas, in grapevines

Pulvinaria vitis

Protopulminaria pyriformis in pomaceous fruit and stone fruit

Saissetia oleae in citrus fruit such as, for example, oranges, grapefruit, mandarins,

Saissetia nigra limes,

in citrus fruit such as, for example, lemons, satsumas, in olives, in tropical crops, e.g. bananas

Coccus viridis, Coccus in citrus fruit such as, for example, oranges, mandarins, grapefruit, pseudomagnoliarum limes, lemons, satsumas, in tropical crops, e.g. pineapple

Coccus hesperdium in pomaceous fruit such as, for example, apples, pears, in stone fruit such as, for example, peaches, nectarines, plums, apricots, cherries, in coffee, in olives, in tea, in vegetables such as, for example, beans, in grapevines

Armoured scale insects (Diaspididae)

Very particular preference is given to the control of the following species from the family of the armoured scale insects (Diaspididae) in the following crops:

Quadraspidiotus in citrus fruit such as, for example, oranges, mandarins, limes, grapefruit, perniciosus in pomaceous fruit such as, for example, apples, pears, quinces, in stone

Quadraspidiotus fruit such as, for example, peaches, nectarines, apricots, plums, cherries,

juglansregiae in nuts such as, for example, almonds, pistachios, walnuts, hazelnuts, in ornamental plants such as, for example, shrubs, conifers, potted plants, in tropical crops, e.g. lychees

Aonidiella aurantii in citrus fruit such as, for example, oranges, mandarins, grapefruit, limes,

Aonidiella citrina lemons, satsumas

Lepidosaphes ulmi in citrus fruit such as, for example, oranges, mandarins, grapefruit, limes,

Lepidosaphes beckii lemons, satsumas, in pomaceous fruit such as, for example, apples and pears, in stone fruit such as, for example, peaches, nectarines, plums, apricots, cherries

Aspidiotus destructor in citrus fruit such as, for example, oranges, mandarins, grapefruit, limes,

Aspidiotus hederae lemons, satsumas, in ornamental plants such as, for example, shrubs, potted plants, in olives, in tropical crops, e.g. mangoes, limes Aspidiotus nerii

Aspidiotus ficus

Pseudaulacaspis in pomaceous fruit such as, for example, apples, pears, in stone fruit such pentagona as, for example, peaches, apricots, nectarines, cherries, plums, prunes, in tea

Unaspis yanonensis in citrus fruit such as, for example, oranges, mandarins, limes, grapefruit,

Unaspis citri lemons, satsumas, in tropical crops, e.g. pineapple, mangoes

Pinnaspis aspidistrae

Parlatoria ziziphus in citrus fruit such as, for example, oranges, mandarins, limes, lemons,

Parlatoria pergandei satsumas, grapefruit, in olives

Parlatoria oleae

Selenaspidus in citrus fruit such as, for example, oranges, mandarins, limes, grapefruit, articulatus lemons, satsumas

Ensi2n scales (Ortheziidae)

Very particular preference is given to the control of the following species from the family of the ensign scales (Ortheziidae) in the following crops:

Orthezia praelonga in citrus fruit such as, for example, oranges, mandarins, limes, grapefruit, lemons, satsumas

Mealy bugs (Pseudococcidae)

Very particular preference is given to the control of the following species from the family of the mealy bugs (Pseudococcidae) in the following crops:

Pseudococcus citri in citrus fruit such as, for example, oranges, mandarins, grapefruit,

Pseudococcus comstocki limes, lemons, satsumas, in pomaceous fruit such as, for example, apples and pears, in grapevines, in ornamental plants, in tropical crops Pseudococcusmaritimus such as, for example, pineapple

Dysmicoccus boninsis in pomaceous fruit such as, for example, apples, pears, in tea, in

Dysmicoccus cryptus tropical crops such as, for example, pineapple, soursop

Dysmicoccus brevipes

Planococcus lilacinus in citrus fruit such as, for example, oranges, mandarins, grapefruit,

Planococcus citri limes, lemons, satsumas, in grapevines

Planococcus ficus

Pericerga purchasi in citrus fruit such as, for example, oranges, mandarins, grapefruit, limes, lemons, satsumas

Phenacoccus manihote in cotton, pomaceous fruit, e.g. apple, grapevines, manioc, Phenacoccus selenopsis ornamental plants Phenacoccus madeirensis Phenacoccus aceris

Example 1A

In triplicate, table grapes having a crown height of about 2.1 m of the cultivar Crimson Seedless (plant growth stage BBCH 69) are treated against Planococcus ficus (PLANFI) by drenching with 444 ml/ha of an active compound solution comprising the active compound Example (1-2) (225 SC) and, for comparison, by drenching with 455 ml/ha of the standard imidacloprid (550SC) and 2045 ml Sivanto (flupyradifuron) (400SL) at a water application rate of 1122 1/ha.

Evaluation is carried out 41 and 83 days after the treatment by counting the grapes damaged/not damaged by mealy bugs. The efficacy is determined using Abbott's formula.

Application rate Efficacy (%) Abbott

against PLANFI

41d 83 d

imidacloprid 100 16.7

(250 g of active compound/ha)

flupyradifuron (818 100 100

g of active compound/ha)

Example (1-2) 100 100

(100 g of active compound/ha)

Whiteflies (Aleyrodidae)

Furthermore, very particular preference is given to the control of the following species from the family of the whiteflies (Aleyrodidae) in the following crops:

Bemisia tabaci in vegetables such as bell peppers, tomatoes, cucumbers, cabbage, e.g. broccoli, beans, lettuce, aubergines, courgettes, pumpkins, in soft fruit, in melons, e.g. water melons, netted melons, cantaloup melons, in ornamental plants such as roses, hibiscus, in citrus fruit such as oranges, mandarins, grapefruit and also in potatoes, in cotton, in tobacco and in tropic crops such as, for example, papayas, bananas

Bemisia argentifolii in cotton, in vegetables such as bell peppers, tomatoes, cucumbers, beans, soya beans, cucurbits, aubergines, courgettes, cabbage, in soft fruit, in melons, e.g. water melons, netted melons, cantaloup melons, in ornamental plants such as, for example, roses, hibiscus, in tropical crops such as, for example, papayas, bananas

Trialeurodes vaporariorum in vegetables such as tomatoes, bell peppers, beans, cucumbers, pumpkins, aubergines, in soft fruit, in melons and also in ornamental plants such as, for example, roses, hibiscus

Aleurothrixus floccosus in citrus fruit such as oranges, mandarins, lemons

Aleurodes citri in citrus fruit such as oranges, mandarins, lemons, grapefruit, limes, kumquats

Aleurodes fragriae in soft fruit such as, for example, strawberries

Aleurodes azaleae in ornamental plants such as, for example, azalea

Example 1

Bemisia tabaci test (BEMITA soil application)

Solvent: 4 parts by weight of acetone

Emulsifier: 1 part by weight of alkylaryl polyglycol ether

To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentration.

3 days after a cotton plant (Gossypium hirsutum) was potted, the soil surface of the pots (1 plant per pot) is drenched with the application solutions.

The stated concentration refers to the amount of active compound per volume unit of soil (mg/l = ppm). After one week, the plants are infected with whiteflies (Bemisia tabaci) for oviposition. After 2 days, the adult animals are blown off.

After the desired period of time, the kill of the eggs or larvae in % is determined. 100% means that all the animals have been killed; 0% means that no animals have been killed.

In this test, for example, the following compounds from the preparation examples show superior efficacy to the prior art: see table.

Substance Concentration Animal species % Efficacy

Spirotetramat is known 2 mg/plant BEMITA 25 from WO 07/126691, where it is listed as Ex. (1-4)

Example (1-2) 2 mg/plant BEMITA 100 according to the invention

Aphids (Aphididae)

Very particular preference is given to the control of the following species from the family of the aphids in the following crops:

Myzus persicae in fruit and leafy vegetables such as, for example, bell peppers, bean, aubergine, tomatoes, melons, lettuce; potatoes, strawberries, in ornamental plants such as, for example, roses, conifers, spices such as, for example, chilli pepper; tobacco, pomaceous fruit, stone fruit

Aphis gossypii in citrus fruit such as, for example, oranges, mandarins, grapefruit, in fruit vegetables such as, for example, cucumber, pumpkins, aubergine, tomato, bell peppers, melons; strawberries, spices, potatoes, beets, in ornamental plants such as, for example, roses; conifers

Aphis craccivora in ornamental plants such as, for example, pansies; fruit vegetables such as, for example, peas

Aphis fabae in fruit vegetables such as, for example, beans, peas; in tuber, root and stem vegetables such as, for example, celeriac

Rhodobium porosum in strawberries

Nasonovia ribisnigri in leafy vegetables such as, for example, lettuce

Macrosiphum rosae in ornamental plants such as, for example, roses

Macrosiphum euphorbiae in leafy and fruit vegetables such as, for example, aubergines, lettuce, bell peppers, tomatoes; potatoes, strawberries

Phorodon humuli in hops

Aulacorthum solani in citrus fruit such as, for example, oranges, mandarins, grapefruit, limes; in fruit and leafy vegetables such as, for example, lettuce, tomatoes, bell peppers, aubergines; potatoes

Toxoptera citricola in citrus fruit such as, for example, oranges, mandarins, limes, grapefruit

in citrus fruit such as, for example, oranges, mandarins, limes, grapefruit Toxoptera citricida

Toxoptera aurantii in citrus fruit such as, for example, oranges, mandarins, grapefruit, limes; in spices such as, for example, pepper; in nuts such as, for example, cashew nuts

Toxoptera odinae in citrus fruit such as, for example, oranges, mandarins, grapefruit, limes; in spices such as, for example, pepper; in nuts such as, for example, cashew nuts

Anuraphis cardui in vegetables such as, for example, artichokes

Brachycaudus helycrisii in sunflowers

Acyrthosiphon onobrychis in vegetables such as, for example, peas

Example 2

In triplicate, plots of a size of about 4 m2 with melon plants of the cultivar "Piel de Sapo" (12 days after sowing) are treated against Aphis gossypii (APHIGO) by drenching with 50 ml of an active compound solution per plant comprising the active compound Example (1-2) (025 SC) and, for comparison, the standard spirotetramat (240 SC) at the stated application rate. Evaluation is carried out 2, 5, 8, 15 and 21 days after treatment by determining the efficacy using Abbott's formula.

Application rate Efficacy (%) Abbott (mg of active against APHIGO compound / plant)

2d 5d 8d 15d 21d

spirotetramat; 24 58.1 83.2 91.4 93.8 55.8

Example (1-2) ; 1 43.9 85.9 93.0 95.3 63.9

Thrips (Thripidae)

Furthermore, very particular preference is given to the control of the following species from the family of the thrips (Thripidae) in the following crops:

Frankliniella occidentalis in vegetables such as, for example, bell peppers, tomatoes,

Frankliniella schultzei cucumbers, cabbage, e.g. broccoli, beans, lettuce, aubergines, courgettes, pumpkins, in soft fruit, e.g. strawberries, in melons, e.g. Frankliniella fusca water melons, netted melons, cantaloup melons, in ornamental plants such as roses, hibiscus, chrysanthemums and also in potatoes and in tropical crops such as, for example, papayas, avocado, cotton, tobacco, conifers

Thrips palmi in cotton, in vegetables such as, for example, bell peppers, tomatoes,

Thrips tabaci cucumbers, beans, cucurbits, aubergines, courgettes, cabbage, leek, onions, spring onions, in soft fruit, in melons, e.g. water melons, Thripshawaiiensis netted melons, cantaloup melons, in ornamental plants such as, for example, roses, hibiscus, in tropical crops such as, for example, papayas, pineapple, bananas, potatoes, grapevines, cotton, rice, nuts

Heliothrips in vegetables such as, for example, tomatoes, bell peppers, beans, haemorrhoidalis cucumbers, pumpkins, aubergines, in melons and also in ornamental plants such as, for example, roses, hibiscus, azalea, tropical crops such as guavas, citrus fruit such as, for example, lemons, oranges, grapevines, nuts such as, for example, macadamia nuts

Hercinothrips femoralis in tropical crops such as, for example, bananas, ornamental plants,

Hercinothrips bicinctus vegetables such as, for example, beans

Hercinothrips phaseoli

Caliothrips phaseoli in vegetables such as, for example, beans, courgettes, in tropical fruit such as, for example, avocados

Baliothrips biformis in rice

Anaphothrips obscurus in maize, Brassica vegetables such as, for example, white cabbage, cereals such as, for example, wheat

Scirthothrips aurantii in citrus fruit such as, for example, oranges, lemons, grapefruit,

Scirthothrips dorsalis mandarins, ornamental plants, vegetables such as, for example, cucumbers, tomatoes, beans, aubergines, pumpkins; melons such as Scirthothrips citri water melons, cantaloup melons, spices like chilli pepper; tea

Kakothrips pisivora in vegetables such as, for example, peas, beans

Example 3

In triplicate, plots of a size of about 10m2 with cucumbers of the cultivar "Pointsett" are treated against Thrips palmi. Here, the active compound Example (1-2) (050 SL) and the commercial standard imidacloprid (100 SL) are applied by drenching at the stated application rates. The watering volume is 50 ml/plant.

Evaluation is carried out 14, 15 and 18 days after treatment by scoring the animal kill (nymphs) on the leaves.

Active compound Application rate mg of Active compound (% Abbott) a.i./plant

14d 15d 18d

imidacloprid 20 100 97.2 89.9

Example (1-2) 10 98.6 100 98.7

Leafhoppers (Cicadellidae) and planthoppers (Delphacidae)

Furthermore, very particular preference is given to the control of the following species from the families of the leafhoppers (Cicadellidae) and planthoppers (Delphacidae) in the following crops:

Empoasca devastans in vegetables such as bell peppers, tomatoes, cucumbers, cabbage, e.g. broccoli, beans, lettuce, aubergines, courgettes, pumpkins, Empoascafabae celeriac, peas, in soft fruit, in melons, e.g. water melons, netted

Empoasca flavescens melons, cantaloup melons, in ornamental plants such as roses, hibiscus, in citrus fruit such as oranges, mandarins, grapefruit and Empoasca kraemeri also in potatoes and in tropical crops such as, for example, papayas,

Empoasca onukui bananas, cotton, tea, grapevines, nuts such as, for example, peanuts, pecan nuts

Empoasca biguttula

Empoasca vitis

Idioscopus clypealis in vegetables such as bell peppers, tomatoes, cucumbers, beans, cucurbits, aubergines, courgettes, cabbage, in soft fruit, in melons, Idioscopusniveosparsus e.g. water melons, netted melons, cantaloup melons, in ornamental

Idioscopus nitidulus plants, in tropical crops such as, for example, mangoes, bananas

Oncometopia fascialis in melons and also in ornamental plants such as, for example, roses, hibiscus, citrus fruit such as, for example, oranges, nuts such as Oncometopia nigricans pistachios

Erythroneura apicalis in grapevines

Erythroneura eburnea

Erythroneura elegantulus

Erythroneura variabilis

Homalodisca cougulata in citrus fruit such as oranges, mandarins, lemons, grapefruit, limes, kumquats, grapevines

Circulifer tenellus in vegetables such as, for example, pumpkins

Dalbus maidis in vegetables, e.g. bush beans

Nephotttix cinticeps in rice

Nilaparvata lugens in rice

Sogatella furcifera in rice

Laodelphax striatellus in rice

Leaf-miner flies (Agromyzidae)

Furthermore, very particular preference is given to the control of the following species from the family of the leaf-miner flies (Agromyzidae) in the following crops:

Liriomyza brassicae in vegetables such as bell peppers, tomatoes, cucumbers, cabbage,

Liriomyza bryoniae beans, lettuce,

Liriomyza cepae aubergines, courgettes, pumpkins, in melons, e.g. water melons,

Liriomyza chilensis netted melons, cantaloup melons, in ornamental plants such as roses,

Liriomyza hunidobrensis hibiscus, and also in potatoes, beans

Liriomyza sativae

Liriomyza trifolii

Liriomyza quadrata

Pegomya hyoscyami in vegetables

Pegomya spinaciae

Gall mid2es (Cecidomviidae)

Furthermore, very particular preference is given to the control of the following species from the family of the gall midges (Cecidomyiidae):

Dasineura brassicae, Dasineura mali, Dasineura piri in carrots, tuber, root and stem vegetables such as, for example, asparagus, fruit vegetables such as, for example, bell peppers, tomatoes, cucumbers; potatoes, cotton, Brassica vegetables, pomaceous fruit, spices.

Prodiplosis vaccinii, Prodiplosis longifila, Thecodiplosis brachyntera, Thecodiplosis japonensis, Sitodiplosis mosellana, Haplodiplosis equestris in vegetables such as, for example, fruit vegetables (tomatoes, bell peppers), citrus fruit (e.g. limes, oranges, grapefruit, clementines), cereals (e.g. wheat, barley), conifers and forests.

Contarinia lycopersici, Contarinia maculipennis, Contarinia humuli, Contarinia johnsoni, Contarinia nasturti, Contarinia okadai, Contarinia tritici, Contarinia pisi, Contarinia sorghicola, Contarinia medicaginis, Contarinia mali in vegetables such as, for example, Brassica vegetables, fruit vegetables; cereals such as, for example, wheat, sorghum; pomaceous fruit; hops.

Fruit flies (Tephritidae)

Furthermore, very particular preference is given to the control of the following species from the family of the fruit flies (Tephritidae) in the following crops:

Anastrepha fraterculus in vegetables such as, for example, bell peppers, tomatoes,

Anastrepha ludens cucumbers, beans, aubergines, courgettes, pumpkins, in soft fruit, e.g. strawberries, in melons, e.g. water melons, netted melons, cantaloup Anastrepha stiata melons, in pomaceous fruit, stone fruit, in ornamental plants such as

Anastrepha oligua roses, hibiscus, chrysanthemums and also in potatoes, grapevines and

Anastrepha distineta in tropical crops such as, for example, papayas, avocado, guava, mangoes, in citrus fruit such as, for example, oranges, clementines, grapefruit

Ceratitis capitata in cotton, in vegetables such as, for example, bell peppers, tomatoes,

Ceratitis cosyra cucumbers, beans, cucurbits, aubergines, courgettes, cabbage, leek, onions, in soft fruit, in melons, e.g. water melons, netted melons, in Ceratitis rosa pomaceous and stone fruit, in ornamental plants such as, for example, roses, hibiscus, in tropical crops such as, for example, papayas, persimmon, pineapple, bananas, potatoes, grapevines, in citrus fruit such as, for example, oranges, clementines, grapefruit

Dacus oleae in vegetables such as, for example, tomatoes, bell peppers, beans,

Dacus ciliatus cucumbers, pumpkins, aubergines, in melons and also in ornamental plants such as, for example, roses, hibiscus, azalea; tropical crops Dacusdorsalis such as persimmon, guavas, citrus fruit such as, for example, lemons, Dacus cucurbitae oranges; grapevines, olives, soft fruit such as, for example,

Dacus tyroni strawberries

Dacus tsuseonis

Rhagoletis cerasi in citrus fruit such as, for example, oranges, lemons, grapefruit,

Rhagoletis completa mandarins, ornamental plants, vegetables such as, for example, cucumbers, tomatoes, beans, aubergines, pumpkins; melons such as Rhagoletispomonella water melons, cantaloup melons; pomaceous and stone fruit; soft fruit

such as, for example, strawberries

Leaf-miner moths (Gracillaridae)

Furthermore, very particular preference is given to the control of the following species from the subfamily of the leaf-miner moths (Phyllocnistinae) in the following crops:

Phyllocnistis citrella in citrus fruit such as oranges, clementines, grapefruit, lemons

Lithocolletis ringoniella in pomaceous fruit and stone fruit, nuts

Lithocolletis crataegella

Lithocolletis coryfoliella

Leucoptera coffeella in coffee

Spider mites (Tetranychidae), gall mites (Eriophydae)

Moreover, very particular preference is given to the control of the following species from the family of the spider mites (Tetranychidae) and the gall mites (Eriophydae) in the following crops:

Tetranychus urticae in vegetables such as bell peppers, tomatoes,

Tetranychus cinnabarinus aubergines, cucumbers, melons, courgettes, pumpkins, in ornamental plants such as roses, Tetranychus canadensis azalea;hops,tea

Tetranychus pacificus

Tetranychus tumidus

Tetranychus kanzawai

Panonychus ulmi in vegetables such as tomatoes, aubergines, bell peppers, pomaceous fruit, stone fruit

Pananychus citri in citrus fruit such as oranges, clementines

Aculops lapponicus in vegetables such as tomato; ornamental plants

Aculops lycopersici such as fuchsias

Aculops pelekassi

Aculops fuchsiae

Example 4

In triplicate, plots of a size of about 10m2 with tomatoes of the cultivar "Rodade" are treated against Tetranychus urticae. Here, the active compounds Example (1-2) (050 SL) are applied at the stated application rates by watering, and the standard aldicarb is applied as granules. The watering volume is 30 ml/plant.

Evaluation is carried out 33, 47 and 55 days after treatment by scoring the animal kill on the leaves.

Active compound Application rate mg of Kill (% Abbott) a.i./plant

33d 47d 55d

aldicarb 20 100 99 99

Example (1-2) 5 99 95 88

Preferably, the compounds of the formula (I) are, following drip applivation, used against animal pests from the following pest families:

Preference is given from the family of the woolly aphids (Pemphigidae) to: Eriosoma spp., Pemphigus spp., in crops such as, for example, citrus fruit, pomaceous fruit, stone fruit, leaf vegetables, root and tuber vegetables and ornamental plants.

Preference is given from the family of the grape lice (Phylloxeridae) to: Phylloxera spp. in grapevines, nuts, citrus fruit.

Preference is given from the family of the jumping plant lice (Psyllidae) to: Psylla spp., Paratrioza spp., Tenalaphara spp., Diaphorina spp., Trioza spp., in crops such as, for example, pomaceous fruit, stone fruit, citrus fruit, vegetables, potatoes, in tropical crops.

Preference is given from the family of the soft scales (Coccidae) to: Ceroplastes spp., Drosicha spp., Pulvinaria spp., Protopulminaria spp., Saissetia spp., Coccus spp., in perennial crops such as, for example, citrus fruit, pomaceous fruit, stone fruit, olives, grapevines, coffee, tea, tropical crops, ornamental plants, vegetables.

Preference is given from the family of the armoured scale insects (Diaspididae) to: Quadraspidiotus spp., Aonidiella spp., Lepidosaphes spp., Aspidiotus spp., Aspis spp., Diaspis spp., Parlatoria spp., Pseudaulacaspis spp., Unaspis spp., Pinnaspis spp., Selenaspidus spp., in crops such as, for example, citrus fruit, pomaceous fruit, stone fruit, almonds, pistachios, nuts, olives, tea, ornamental plants, grapevines, tropical crops.

Preference is given from the family of the ensign scales (Ortheziidae) to: Orthezia spp. in citrus fruit, pomaceous fruit, stone fruit.

Preference is given from the family of the mealy bugs (Pseudococcidae) to: Pericerga, Pseudococcus spp., Planococcus spp., Dysmicoccus spp., in crops such as, for example, citrus fruit, stone fruit and pomaceous fruit, tea, grapevines, vegetables, ornamental plants and tropical crops.

Preference is furthermore given from the family of the whiteflies (Aleyrodidae) to: Bemisia tabaci, Bemisia argentifolii, Trialeurodes vaporariorum, Aleurothrixus floccosus, Aleurodes spp., Dialeurodes spp., Parabemisia myricae in crops such as, for example, vegetables, melons, potatoes, tobacco, soft fruit, citrus fruit, ornamental plants, cotton, soya beans and tropical crops.

Moreover, preference is given from the family of the aphids (Aphidae) to:

Myzus spp. in tobacco, stone fruit, soft fruit, fruit vegetables, leafy vegetables, tuber and root vegetables, melons, potatoes, ornamental plants, spices,

Acyrthosiphon onobrychis in vegetables,

Aphis spp. in tobacco, citrus fruit, pomaceous fruit, stone fruit, melons, strawberries, soft fruit, fruit vegetables, leafy vegetables, Brassica vegetables, tuber, stem and root vegetables, ornamental plants, potatoes, pumpkins, spices,

Rhodobium porosum in strawberries,

Nasonovia ribisnigri in leafy vegetables,

Macrosiphum spp. in ornamental plants, potatoes, leafy vegetables, Brassica vegetables and fruit vegetables, strawberries,

Phorodon humuli in hops,

Brevicoryne brassicae in leafy vegetables,

Toxoptera spp. in citrus fruit, stone fruit, almonds, nuts, spices,

Aulacorthum spp. in citrus fruit, potatoes, fruit vegetables and leafy vegetables,

Anuraphis cardui in vegetables,

Brachycaudus helycrisii in sunflowers,

Acyrthosiphon onobrychis in vegetables.

Likewise, preference is given from the family of the thrips (Thripidae) to: Anaphothrips spp., Baliothrips spp., Caliothrips spp., Frankliniella spp., Heliothrips spp., Hercinothrips spp., Rhipiphorothrips spp., Scirtothrips spp., Kakothrips spp., Selenothrips spp. and Thrips spp., in crops auch as, for example, fruit, cotton, grapevines, tea, nuts, tropical crops, ornamental plants, conifers, tobacco, spices, vegetables, soft fruit, melons, citrus fruit and potatoes.

Moreover, preference is given from the family of the leaf-miner flies (Agromyzidae) and root-maggot flies (Anthomyiidae) to: Agromyza spp., Amauromyza spp., Atherigona spp., Chlorops spp., Liriomyza spp., Oscinella spp., Pegomyia spp. in crops such as, for example, vegetables, melons, potatoes, nuts, ornamental plants.

Preference is given from the families of the leafhoppers (Cicadellidae) and planthoppers (Delphacidae) to: Circulifer spp., Dalbus spp., Empoasca spp., Erythroneura spp., Homalodisca spp., lodioscopus spp., Laodelphax spp., Nephotettix spp., Nilaparvata spp., Oncometopia spp., Sogatella spp., in crops such as, for example, citrus fruit, fruit, grapevines, potatoes, vegetables, ornamental plants, conifers, melons, soft fruit, tea, nuts, rice and tropical crops.

Preference is given from the family of the leaf-miner moths (Gracillariidae) to:

Caloptilia spp., Gracillaria spp., Lithocolletis spp., Leucoptera spp., Phtorimaea spp., Phyllocnistis spp. in crops such as pomaceous fruit, stone fruit, grapevines, nuts, citrus fruit, conifers, potatoes, coffee.

Preference is given from the family of the gall midges (Cecodomyiidae) to:

Contarinia spp., Dasineura spp., Diplosis spp., Prodiplosis spp., Thecodiplosis spp., Sitodiplosis spp., Haplodiplosis spp. in crops such as citrus fruit, pomaceous fruit, stone fruit, vegetables, potatoes, spices, soft fruit, conifers, hops.

Likewise, preference is given from the family of the fruit flies (Tephritidae) to:

Anastrepha spp., Ceratitis spp., Dacus spp., Rhagoletis spp. in crops such as vegetables, soft fruit, melons, pomaceous and stone fruit, ornamental plants, potatoes, grapevines, tropical crops, citrus fruit, olives.

Moreover, preference is given to mites from the families of the spider mites (Tetranychidae) and the gall mites (Eriophydae):

Tetranychus spp., Panonychus spp., Aculops spp. in crops such as vegetables, potatoes, ornamental plants, citrus fruit, grapevines, conifers.

The invention is illustrated by the examples below. These are by no means to be understood as limiting.

Use examples drip application

Wooly aphids (Pemphi2idae)

Very particular preference is given to the control of the following species from the family of the wooly aphids (Pemphigidae):

Eriosoma lanigerum in pomaceous fruit such as, for example, apples, pears, and stone fruit such as, for example, cherries, plums, prunes,

Eriosoma pyricola in pomaceous fruit such as, for example, apples and pears

Pemphigus bursarius in ornamental plants such as, for example, chrysanthemums, in vegetables such as, for example, lettuce

Pemphigus fuscicornis in beets, leafy vegetables such as, for example, lettuce, root vegetables such as, for example, carrots, ornamental plants such as, for example, chrysanthemums

Grape lice (Phylloxeridae)

Very particular preference is given to the control of the following species from the family of the grape lice (Phylloxeridae):

Phylloxera devastatrix in grapevines, in nuts such as, for example, pecan nuts,

Phylloxera vastatrix, (^ Viteus vitifolii) in grapevines.

Jumping plant lice (Psyllidae)

Very particular preference is given to the control of the following species from the family of the jumping plant lice (Psyllidae):

Psylla pyricola in pomaceous fruit such as, for example, pears, apples, in stone fruit such as, for example, cherries, plums, prunes, peaches, nectarines,

Psylla piri in pomaceous fruit such as, for example, pears,

Psylla pyrisuga in pomaceous fruit such as, for example, pears,

Psylla costalis in pomaceous fruit such as, for example, apples,

Paratrioza cockerelli in fruit vegetables such as, for example, tomatoes, bell peppers, chilli peppers, in root vegetables such as, for example, carrots, in potatoes,

Tenalaphara malayensis in tropical crops such as, for example, durians (King of Fruits),

Diaphorina citri in citrus fruit such as, for example, oranges, mandarins, limes, grapefruit,

Bactericera cockerelli in fruit vegetables such as, for example, bell peppers,

Trioza erythrae in citrus fruit such as, for example, oranges, grapefruit.

Example 5

In triplicate, plots of a size of about 35 m2 with lime trees of the cultivar "Volkamericano" (3 years old, plant growth stage BBCH 38) are treated against Diaphorina citri (DIAACI) with 250 ml/ha/mch of an active compound solution comprising the active compound Example (1-2) (200 SL) and, for comparison, with 143 ml/ha/mch (350 SC) of the standard imidacloprid using a dripper at a water application rate of 2 I/plant and then watered for another 2 h. Evaluation is carried out 3, 7 and 14 days after treatment by counting the nymphs that are alive, in each case on 5 branches. The efficacy is determined using Abbott's formula.

Application rate Efficacy (%) Abbott (50 g of active against DIAACI (nymphs) compound/ha/mch) 3d 7d 14d

imidacloprid 90.8 66.5 0

Example (1-2) 73.0 93.6 100

Example 5A

In triplicate, plots of a size of about 1.92 m2 with bell peppers of the cultivar Rey Pakal F1 (plant growth stage BBCH 78) are treated against Bactericera cockerelli (PARZCO) with 1000 ml/ha of an active compound solution comprising the active compound Example (1-2) (200 SL) and, for comparison, with 571 ml/ha of the standard imidacloprid /(SC350) using a dripper. Evaluation is carried out 7, 15 and 21 days after treatment by counting the nymphs that are alive, in each case on 10 leaves. The efficacy is determined using Abbott's formula.

Application rate Efficacy (%) Abbott

200 g/ha against PARZCO (nymphs)

7d 145d 21d

imidacloprid 60.3 55.7 7.2

Example (1-2) 68.5 57.1 53.8

Soft scales (Coccidae)

Very particular preference is given to the control of the following species from the family of the soft scales (Coccidae) in the following crops:

Ceroplastes ceriferus in citrus fruit such as, for example, oranges, grapefruit, mandarins,

Ceroplastes floridensis lemons, limes, satsumas

Ceroplastes rubens

Ceroplastes rusci

Drosicha mangiferae in tropical crops, e.g. mangoes

Drosicha stebbengii

Pulvinaria aurantii in citrus fruit such as, for example, oranges, grapefruit, mandarins,

Pulvinaria aethiopicus lemons, limes, satsumas, in grapevines

Pulvinaria vitis

Protopulminaria pyriformis in pomaceous fruit and stone fruit

Saissetia oleae in citrus fruit such as, for example, oranges, grapefruit, mandarins, limes

Saissetia nigra in citrus fruit such as, for example, lemons, satsumas, in olives, in tropical crops, e.g. bananas

Coccus viridis, Coccus in citrus fruit such as, for example, oranges, mandarins, grapefruit, pseudomagnoliarum limes, lemons, satsumas, in tropical crops, e.g. pineapple

Coccus hesperdium in pomaceous fruit such as, for example, apples, pears, in stone fruit such as, for example, peaches, nectarines, plums, apricots, cherries, in coffee, in olives, in tea, in vegetables such as, for example, beans, in grapevines

Example 5B

In triplicate, orange trees having a crown height of about 3.6 m of the cultivar Washington Navel (plant growth stage BBCH 71) are treated against Coccus pseudomagnoliarum (COCCPS) with 250 ml/ha of an active compound solution comprising the active compound Example (1-2) (200 SL) and, for comparison, with 511 ml/ha of the standard imidacloprid (550SC) and 208 ml of spirotetramat (240SC) using a dripper, at a water application rate of 2806 1/ha. Two applications are carried out at an interval of 42 d.

Evaluation is carried out 14, 43 and 77 days after the 2nd treatment by counting the nymphs that are alive and mobile, in each case on 10 leaves. The efficacy is determined using Abbott's formula.

Application rate Efficacy (%) Abbott

against COCCPS (nymphs)/10 leaves

14d 43d 77d

imidacloprid 71.6 63.2 0

(281.3 g of active compound/ha)

spirotetramat 21.4 55.5 0

(50 g of active compound/ha)

Example (1-2) 79.5 95.0 100

(50 g of active compound/ha)

Armoured scale insects (Diaspididae)

Very particular preference is given to the control of the following species from the family of the armoured scale insects (Diaspididae) in the following crops:

Quadraspidiotus in citrus fruit such as, for example, oranges, mandarins, limes, grapefruit, perniciosus in pomaceous fruit such as, for example, apples, pears, quinces, in stone

Quadraspidiotus fruit such as, for example, peaches, nectarines, apricots, plums, cherries,

juglansregiae in nuts such as, for example, almonds, pistachios, walnuts, hazelnuts, in ornamental plants such as, for example, shrubs, conifers, potted plants, in tropical crops, e.g. lychees

Aonidiella aurantii in citrus fruit such as, for example, oranges, mandarins, grapefruit, limes,

Aonidiella citrina lemons, satsumas

Lepidosaphes ulmi in citrus fruit such as, for example, oranges, mandarins, grapefruit, limes,

Lepidosaphes beckii lemons, satsumas, in pomaceous fruit such as, for example, apples and pears, in stone fruit such as, for example, peaches, nectarines, plums, apricots, cherries

Aspidiotus destructor in citrus fruit such as, for example, oranges, mandarins, grapefruit, limes,

Aspidiotus hederae lemons, satsumas, in ornamental plants such as, for example, shrubs, potted plants, in olives, in tropical crops, e.g. mangoes, limes Aspidiotus nerii

Aspidiotus ficus

Pseudaulacaspis in pomaceous fruit such as, for example, apples, pears, in stone fruit such pentagona as, for example, peaches, apricots, nectarines, cherries, plums, prunes, in tea

Unaspis yanonensis in citrus fruit such as, for example, oranges, mandarins, limes, grapefruit,

Unaspis citri lemons, satsumas, in tropical crops, e.g. pineapple, mangoes

Pinnaspis aspidistrae

Parlatoria ziziphus in citrus fruit such as, for example, oranges, mandarins, limes, lemons,

Parlatoria pergandei satsumas, grapefruit, in olives

Parlatoria oleae

Selenaspidus in citrus fruit such as, for example, oranges, mandarins, limes, grapefruit, articulatus lemons, satsumas

Diaspis sp. in pomaceous fruit such as, for example, apples, pears, in stone fruit such as, for example, peaches, apricots, nectarines, cherries, plums, prunes, in citrus fruit such as, for example, oranges, mandarins, limes, grapefruit, lemons, satsumas, in ornamental plants

Example 6

In triplicate, plots of a size of about 16 m2 with orange trees of the cultivar Naval (plant growth stage BBCH 72) are treated against Aonidiella aurantii (AONDAU) with 750 ml/ha of an active compound solution comprising the active compound Example (1-2) (200 SL) and, for comparison, with 272.5 ml/ha (550 SC) of the standard imidacloprid using a dripper, at a water application rate of 400 1/ha/mch. Evaluation is carried out 14, 47 and 152 days after the treatment by counting the larvae that are alive and mobile and larvae already positioned with scales formed, in each case on 10 fruits or 100 leaves. The efficacy is determined using Abbott's formula.

Application rate Efficacy (%) Abbott (150 g of active against AONDAU (mixed population)/100 leaves compound/ha)

14 d 47 d 152 d

imidacloprid 93.3 93,5 76.3

Example (1-2) 93.3 100 100

Application rate Efficacy (%) Abbott (150 g of active against AONDAU (mixed population)/10 fruits compound/ha)

47 d 101 d 152 d

imidacloprid 78.9 36.4 21.7

Example (1-2) 89.5 95.5 100

Example 6A

In triplicate, peach trees having a crown height of about 2.5 m of the cultivar Sweet Cap (plant growth stage BBCH 73) are treated against Diaspis sp. (DIASSP) with 1000 ml/ha of an active compound solution comprising the active compound Example (1-2) (200 SL) and, for comparison, with 1000 ml of spirotetramat (100SC) using a dripper, at a water application rate of 4000 1/ha.

Evaluation is carried out 14 and 61 days after the treatment by counting the animals that are alive and mobile, in each case on 10 branches. The efficacy is determined using Abbott's formula.

Application rate Efficacy (%) Abbott

against DIASSP (animals)/10 leaves

14 d 61d

spirotetramat 72.1 89.6

(100 g of active compound/ha)

Example (1-2) 83.2 93.3

(200 g of active compound/ha)

Example 6B

In triplicate, peach trees having a crown height of about 3 m (plant growth stage BBCH 72) are treated against Quadraspidiotus perniciosus (QUADPE) with 667 ml/ha of an active compound solution comprising the active compound Example (1-2) (225SC) and, for comparison, with 455 ml/ha of imidacloprid (550SC) using a dripper, at a water application rate of 337 1/ha.

Evaluation is carried out 15, 21 and 29 days after the treatment by counting the animals that are alive and mobile. The efficacy is determined using Abbott's formula.

Application rate Efficacy (%) Abbott

against QUADPE (animals)

14 d 21d 29d

imidacloprid 86.5 94 78.1

(250 g of active compound/ha)

Example (1-2) 85.4 96 78.1

(150 g of active compound/ha)

Ensign scales (Ortheziidae)

Very particular preference is given to the control of the following species from the family of the ensign scales (Ortheziidae) in the following crops:

Orthezia praelonga in citrus fruit such as, for example, oranges, mandarins, limes, grapefruit, lemons, satsumas

Mealy bu2s (Pseudococcidae)

Very particular preference is given to the control of the following species from the family of the mealy bugs (Pseudococcidae) in the following crops:

Pseudococcus citri in citrus fruit such as, for example, oranges, mandarins, grapefruit,

Pseudococcus comstocki limes, lemons, satsumas, in pomaceous fruit such as, for example, apples and pears, in grapevines, in ornamental plants, in tropical crops Pseudococcusmaritimus such as, for example, pineapple

Dysmicoccus boninsis in pomaceous fruit such as, for example, apples, pears, in tea, in

Dysmicoccus cryptus tropical crops such as, for example, pineapple, soursop

Dysmicoccus brevipes

Planococcus lilacinus in citrus fruit such as, for example, oranges, mandarins, grapefruit,

Planococcus citri limes, lemons, satsumas, in grapevines

Planococcus ficus

Pericerga purchasi in citrus fruit such as, for example, oranges, mandarins, grapefruit, limes, lemons, satsumas

Phenacoccus manihote in cotton, pomaceous fruit, e.g. apple, grapevines, manioc, Phenacoccus selenopsis ornamental plants Phenacoccus madeirensis Phenacoccus aceris

Example 7

In triplicate, plots of a size of about 4.6 m2 with grapevines of the cultivar Thompson (plant growth stage BBCH 79) are treated against Planococcus sp. (PLANSP) with 250 ml/ha of an active compound solution comprising the active compound Example (1-2) (200 SL) and, for comparison, with about 91 ml/ha (550 SC) of the standard imidacloprid using a dripper, at a water application rate of about 7.51/m2 . Evaluation is carried out 22, 36 and 65 days after treatment by counting the mealy bugs that are alive, on the stems. The efficacy is determined using Abbott's formula.

Application rate Efficacy (%) Abbott (50 g of active against PLANSP compound/ha)

22d 36d 65 d

imidacloprid 14.3 81.3 84.6

Example (1-2) 71.4 96.9 92.3

Example 7A

In triplicate, orange trees having a crown height of about 2 m of the cultivar Navel (plant growth stage BBCH 73) are treated against Pseudococcus citri (PSECCI) with 165 g/ha (60.7 SG) comprising the active compound Example (1-2) and, for comparison, with 214 g/ha (70 WG) of imidacloprid using a dripper, at a water application rate of 20000 1/ha. Two treatments were carried out at an interval of 56 d.

Evaluation is carried out 55 and 93 days after the first treatment by counting the animals that are alive and mobile, in each case on 100 fruits. The efficacy is determined using Abbott's formula.

Application rate Efficacy (%) Abbott

against PSECCI (animals)

55 d 93d

imidacloprid 71.2 63.2

(150 g of active compound/ha)

Example (1-2) 89.2 93.2

(100 g of active compound/ha)

Whiteflies (Aleyrodidae)

Furthermore, very particular preference is given to the control of the following species from the family of the whiteflies (Aleyrodidae) in the following crops:

Bemisia tabaci in vegetables such as bell peppers, tomatoes, cucumbers, cabbage, e.g. broccoli, beans, lettuce, aubergines, courgettes, pumpkins, in soft fruit, in melons, e.g. water melons, netted melons, cantaloup melons, in ornamental plants such as roses, hibiscus, in citrus fruit such as oranges, mandarins, grapefruit and also in potatoes, in cotton, in tobacco and in tropical crops such as, for example, papayas, bananas

Bemisia argentifolii in cotton, in vegetables such as bell peppers, tomatoes, cucumbers, beans, soya beans, cucurbits, aubergines, courgettes, cabbage, in soft fruit, in melons, e.g. water melons, netted melons, cantaloup melons, in ornamental plants such as, for example, roses, hibiscus, in tropical crops such as, for example, papayas, bananas

Trialeurodes vaporariorum in vegetables such as tomatoes, bell peppers, beans, cucumbers, pumpkins, aubergines, in soft fruit, in melones and also in ornamental plants such as, for example, roses, hibiscus

Aleurothrixus floccosus in citrus fruit such as oranges, mandarins, lemons

Aleurodes citri in citrus fruit such as oranges, mandarins, lemons, grapefruit, limes, kumquats

Aleurodes fragriae in soft fruit such as, for example, strawberries

Aleurodes azaleae in ornamental plants such as, for example, azalea

Example 8

In triplicate, plots of a size of about 8 m2 with tomatoes of the cultivar "Diamante max." (plant growth stage BBCH 22) are treated against Bemisia tabaci (BEMITA) with 200 pl/plant of an active compound solution comprising the active compound Example (1-2) (050 SL) and, for comparison, with 100 pl/plant (100 SL) of the standard imidacloprid using a dripper. Evaluation is carried out 3, 7, 14 and 21 days after treatment by counting the nymphs that are alive, in each case on 20 leaves. The efficacy is determined using Abbott's formula.

Application rate Efficacy (%) Abbott (mg of active against BEMITA (nymphs) compound / plant)

3 d 7d 14d 21d

imidacloprid; 10 27.8 57.4 20.3 27.8

Example (1-2) ; 10 52.2 67.5 63.5 50.4

Example 9

In triplicate, plots of a size of about 6m2 with aubergines of the cultivar "Tomohauk" (plant growth stage BBCH 14) are treated against Bemisia tabaci (BEMITA) with 200 pl/plant of an active compound solution comprising the active compound Example (1-2) (050 SL) and, for comparison, with 14.2 mg/plant (WG 70) of the standard imidacloprid using a dripper. Evaluation was carried out 14, 21, 28, 35 and 42 days after treatment by counting the nymphs that are alive, in each case on 40 leaves. The efficacy is determined using Abbott's formula.

Application rate Efficacy (%) Abbott (mg of active against BEMITA (nymphs) compound/plant)

14d 21d 28 d 35 d 42d

imidacloprid; 10 19.7 15.7 1.6 0 18.6

Example (1-2) ; 10 100 100 99.7 99.4 96.9

Example 10

Since a thrips population of Thrips palmi (THRIPL) established itself during the experiment (see Example 9), this was also scored. Evaluation was carried out 35 and 42 days after the first treatment by counting the thrips that are alive (all stages), in each case on 20 leaves. The efficacy is determined using Abbott's formula.

Application rate Efficacy (%) Abbott (mg of active against THRIPL (mixed population) compound/plant)

35 d 42 d

imidacloprid; 10 21.4 2.6

Example (1-2); 10 70.2 66.9

Aphids (Aphididae)

Very particular preference is given to the control of the following species from the family of the aphids in the following crops:

Myzus persicae in fruit and leafy vegetables such as, for example, bell peppers, bean, aubergine, tomatoes, melons, lettuce; potatoes, strawberries, in ornamental plants such as, for example, roses, conifers, spices such as, for example, chilli pepper; tobacco, pomaceous fruit, stone fruit

Aphis gossypii in citrus fruit such as, for example, oranges, mandarins, grapefruit, in fruit vegetables such as, for example, cucumber, pumpkins, courgettes, aubergine, tomato, bell peppers, melons; strawberries, spices, potatoes, beets, in ornamental plants such as, for example, roses; conifers, cotton

Aphis craccivora in ornamental plants such as, for example, pansies; fruit vegetables such as, for example, peas

Aphis fabae in fruit vegetables such as, for example, beans, peas; in tuber, root and stem vegetables such as, for example, celeriac

Aphis glycine in soya beans

Rhodobium porosum in strawberries

Nasonovia ribisnigri in leafy vegetables such as, for example, lettuce

Macrosiphum rosae in ornamental plants such as, for example, roses

Macrosiphum euphorbiae in leafy, fruit and Brassica vegetables such as, for example, aubergines, lettuce, bell peppers, white cabbage, tomatoes; potatoes, strawberries

Phorodon humuli in hops

Aulacorthum solani in citrus fruit such as, for example, oranges, mandarins, grapefruit, limes; in fruit and leafy vegetables such as, for example, lettuce, tomatoes, bell peppers, aubergines; potatoes

Toxoptera citricola in citrus fruit such as, for example, oranges, mandarins, limes,

Toxoptera citricida grapefruit

in citrus fruit such as, for example, oranges, mandarins, limes, grapefruit

Toxoptera aurantii in citrus fruit such as, for example, oranges, mandarins, grapefruit, limes; in spices such as, for example, pepper; in nuts such as, for example, cashew nuts

Toxoptera odinae in citrus fruit such as, for example, oranges, mandarins, grapefruit, limes; in spices such as, for example, pepper; in nuts such as, for example, cashew nuts

Anuraphis cardui in vegetables such as, for example, artichokes

Brachycaudus helycrisii in sunflowers

Brevicoryne brassicae in leafy vegetables such as, for example, cabbage

Acyrthosiphon onobrychis in vegetables such as, for example, peas

Example 11

In triplicate, plots of a size of about 12 m2 with courgettes of the cultivar "President F1" (plant growth stage BBCH 61) are treated against Aphis gossypii (APHIGO) with 1000 ml/ha of an active compound solution comprising the active compound Example (1-2) (200 SL) and, for comparison, with 1000 ml/ha of the standard imidacloprid (200 SL) using a dripper, at a water application rate of 5000 1/ha. Application is carried out twice at the amounts specified above, at an interval of 22 days*. Evaluation is carried out 3, 8, 16, 22, 24, 28 and 35 days after the first treatment by counting the lice that are alive (all stages), in each case on 10 plants. The efficacy is determined using Abbott's formula.

Application rate Efficacy (%) Abbott (200 g of active against APHIGO (mixed population) compound/ha)

3d 8d 16 d 22d* 24d 28d 35d

imidacloprid 97.1 99.3 94.0 83.9 96.7 99.5 94.6

Example (1-2) 96.6 100 99.7 79.6 97.0 99.2 97.8

Example 12

Since a spider mite population of Panonychus ulmi (METTUL) established itself during the experiment (see Example 11) after the 2nd treatment, this was also scored. Evaluation is carried out 28 and 35 days after the first treatment by counting the nymphs that are alive, in each case on 10 plants. The efficacy is determined using Abbott's formula.

Application rate Efficacy (%) Abbott (200 g of active against METTUL (nymphs) compound/ha)

28d 35d

imidacloprid 13.0 7.0

Example (1-2) 89.8 75.5

Example 13

In triplicate, plots of a size of about 10m2 with tomatoes of the cultivar "Donald" (plant growth stage BBCH 25) are treated against Myzus persicae (MYZUPE) with 1000 ml/ha of an active compound solution comprising the active compound Example (1-2) (200 SL) and, for comparison, with 1000 ml/ha of the standard imidacloprid (200 SL) using a dripper, at a water application rate of 13333 1/ha. Application is carried out twice at the amounts specified above, at an interval of 8 days*. Evaluation is carried out 4, 7, 13, 21, 29 and 36 days after the first treatment by counting the lice that are alive (all stages), in each case on 10 plants. The efficacy is determined using Abbott's formula.

Application rate Efficacy (%) Abbott (200 g of active against MYZUPE (mixed population) compound/ha)

4d 7 d* 13 d 21d 29d 36d

imidacloprid 89.2 98.8 100 100 100 100

Example (1-2) 85.8 98.8 100 100 100 100

Thrips (Thripidae)

Furthermore, very particular preference is given to the control of the following species from the family of the thrips (Thripidae) in the following crops:

Frankliniella occidentalis in vegetables such as, for example, bell peppers, tomatoes,

Frankliniella schultzei cucumbers, cabbage, e.g. broccoli, beans, lettuce, aubergines, courgettes, pumpkins, in soft fruit, e.g. strawberries, in melons, e.g. Frankliniella fusca water melons, netted melons, cantaloup melons, in ornamental plants such as roses, hibiscus, chrysanthemums and also in potatoes and in tropical crops such as, for example, papayas, avocado, cotton, tobacco, conifers

Thrips palmi in cotton, in vegetables such as, for example, bell peppers, tomatoes,

Thrips tabaci cucumbers, beans, cucurbits, aubergines, courgettes, cabbage, leek, onions, spring onions, in soft fruit, in melons, e.g. water melons, Thripshawaiiensis netted melons, cantaloup melons, in ornamental plants such as, for

example, roses, hibiscus, in tropical crops such as, for example, papayas, pineapple, bananas, potatoes, grapevines, cotton, rice, nuts

Heliothrips in vegetables such as, for example, tomatoes, bell peppers, beans, haemorrhoidalis cucumbers, pumpkins, aubergines, in melons and also in ornamental plants such as, for example, roses, hibiscus, azalea, tropical crops such as guavas, citrus fruit such as, for example, lemons, oranges, grapevines, nuts such as, for example, macadamia nuts

Hercinothrips femoralis in tropical crops such as, for example, bananas, ornamental plants,

Hercinothrips bicinctus vegetables such as, for example, beans

Hercinothrips phaseoli

Caliothrips phaseoli in vegetables such as, for example, beans, courgettes, in tropical fruit such as, for example, avocados

Baliothrips biformis in rice

Anaphothrips obscurus in maize, Brassica vegetables such as, for example, white cabbage, cereals such as, for example, wheat

Scirthothrips aurantii in citrus fruit such as, for example, oranges, lemons, grapefruit,

Scirthothrips dorsalis mandarins, ornamental plants, vegetables such as, for example, cucumbers, tomatoes, beans, aubergines, pumpkins; melons such as Scirthothrips citri water melons, cantaloup melons, spices like chilli pepper; tea

Kakothrips pisivora in vegetables such as, for example, peas, beans

Example 14

In triplicate, plots of a size of about 12.5 m 2 with onions of the cultivar "Dorata di Bologna" (plant growth stage BBCH 19) are treated against Thrips tabaci (THRITB) with 1000 ml/ha of an active compound solution comprising the active compound Example (1-2) (200 SL) and, for comparison, with 1000 ml/ha of the standard imidacloprid (200 SL) using a dripper, at a water application rate of 12000 1/ha. Application is carried out twice at the amounts specified above, at an interval of 7 days*. Evaluation is carried out 6, 14, 22, 29 and 36 days after the first treatment by counting the thrips (nymphs) that are alive - in each case on 20 plants. The efficacy is determined using Abbott's formula.

Application rate Efficacy (%) Abbott (200 g of active against THRITB (nymphs) compound/ha)

6d* 14d 22d 29d 36d

imidacloprid 66.3 87.8 94.8 25.0 10.3

Example (1-2) 55.1 90.2 89.6 41.2 79.3

See also Example 10

Leafhoppers (Cicadellidae) and planthoppers (Delphacidae)

Furthermore, very particular preference is given to the control of the following species from the families of the leafhoppers (Cicadellidae) and planthoppers (Delphacidae) in the following crops:

Empoasca devastans in vegetables such as bell peppers, tomatoes, cucumbers, cabbage,

Empoasca fabae e.g. broccoli, beans, lettuce, aubergines, courgettes, pumpkins, celeriac, peas, in soft fruit, in melons, e.g. water melons, netted Empoascaflavescens melons, cantaloup melons, in ornamental plants such as roses, Empoasca kraemeri hibiscus, in citrus fruit such as oranges, mandarins, grapefruit and

Empoasca onukui also in potatoes and in tropical crops such as, for example, papayas, bananas, cotton, tea, grapevines, nuts such as, for example, peanuts, Empoasca biguttula pecan nuts Empoasca vitis

Idioscopus clypealis in vegetables such as bell peppers, tomatoes, cucumbers, beans,

Idioscopus niveosparsus cucurbits, aubergines, courgettes, cabbage, in soft fruit, in melons, e.g. water melons, netted melons, cantaloup melons, in ornamental Idioscopusnitidulus plants, in tropical crops such as, for example, mangoes, bananas

Oncometopia fascialis in melons and also in ornamental plants such as, for example, roses,

Oncometopia nigricans hibiscus, citrus fruit such as, for example, oranges, nuts such as pistachios

Erythroneura apicalis in grapevines

Erythroneura eburnea

Erythroneura elegantulus

Erythroneura variabilis

Homalodisca cougulata in citrus fruit such as oranges, mandarins, lemons, grapefruit, limes, kumquats, grapevines

Circulifer tenellus in vegetables such as, for example, pumpkins

Dalbus maidis in vegetables, e.g. bush beans

Nephotttix cinticeps in rice

Nilaparvata lugens in rice

Sogatella furcifera in rice

Laodelphax striatellus in rice

Leaf-miner flies (Agromyzidae)

Furthermore, very particular preference is given to the control of the following species from the family of the leaf-miner flies (Agromyzidae) in the following crops:

Liriomyza brassicae in vegetables such as bell peppers, tomatoes, cucumbers, cabbage,

Liriomyza bryoniae beans, lettuce, aubergines, courgettes, pumpkins, in melones, e.g. water melons, Liriomyza cepae netted melons, cantaloup melons, in ornamental plants such as roses, Liriomyza chilensis hibiscus, and also in potatoes, beans Liriomyza hunidobrensis

Liriomyza sativae

Liriomyza trifolii

Liriomyza quadrata

Pegomya hyoscyami in vegetables

Pegomya spinaciae

Gall midges (Cecidomyiidae)

Furthermore, very particular preference is given to the control of the following species from the family of the gall midges (Cecidomyiidae):

Dasineura brassicae, Dasineura mali, Dasineura piri in carrots, tuber, root and stem vegetables such as, for example, asparagus, fruit vegetables such as, for example, bell peppers, tomatoes, cucumbers; potatoes, cotton, Brassica vegetables, pomaceous fruit, spices.

Prodiplosis vaccinii, Prodiplosis longifila, Thecodiplosis brachyntera, Thecodiplosis japonensis, Sitodiplosis mosellana, Haplodiplosis equestris in vegetables such as, for example, fruit vegetables (tomatoes, bell peppers), citrus fruit (e.g. limes, oranges, grapefruit, clementines), cereals (e.g. wheat, barley), conifers and forests.

Contarinia lycopersici, Contarinia maculipennis, Contarinia humuli, Contarinia johnsoni, Contarinia nasturti, Contarinia okadai, Contarinia tritici, Contarinia pisi, Contarinia sorghicola, Contarinia medicaginis, Contarinia mali in vegetables such as, for example, Brassica vegetables, fruit vegetables; cereals such as, for example, wheat, sorghum; pomaceous fruit; hops.

Fruit flies (Tephritidae)

Furthermore, very particular preference is given to the control of the following species from the family of the fruit flies (Tephritidae) in the following crops:

Anastrepha fraterculus in vegetables such as, for example, bell peppers, tomatoes,

Anastrepha ludens cucumbers, beans, aubergines, courgettes, pumpkins, in soft fruit, e.g. strawberries, in melons, e.g. water melons, netted melons, cantaloup Anastrephastriata melons, in pomaceous fruit, stone fruit, in ornamental plants such as

Anastrepha oligua roses, hibiscus, chrysanthemums and also in potatoes, grapevines and

Anastrepha distineta in tropical crops such as, for example, papayas, avocado, guava, mangoes, in citrus fruit such as, for example, oranges, clementines, grapefruit

Ceratitis capitata in cotton, in vegetables such as, for example, bell peppers, tomatoes,

Ceratitis cosyra cucumbers, beans, cucurbits, aubergines, courgettes, cabbage, leek, onions, in soft fruit, in melons, e.g. water melons, netted melons, in Ceratitis rosa pomaceous and stone fruit, in ornamental plants such as, for example, roses, hibiscus, in tropical crops such as, for example, papayas, persimmon, pineapple, bananas, potatoes, grapevines, in citrus fruit such as, for example, oranges, clementines, grapefruit

Dacus oleae in vegetables such as, for example, tomatoes, bell peppers, beans,

Dacus ciliatus cucumbers, pumpkins, aubergines, in melons and also in ornamental plants such as, for example, roses, hibiscus, azalea; tropical crops Dacus dorsalis such as persimmon, guavas, citrus fruit such as, for example, lemons, Dacus cucurbitae oranges; grapevines, olives, soft fruit such as, for example,

Dacus tyroni strawberries

Dacus tsuseonis

Rhagoletis cerasi in citrus fruit such as, for example, oranges, lemons, grapefruit,

Rhagoletis completa mandarins, ornamental plants, vegetables such as, for example, cucumbers, tomatoes, beans, aubergines, pumpkins; melons such as Rhagoletispomonella water melons, cantaloup melons; pomaceous and stone fruit; soft fruit

such as, for example, strawberries

Leaf-miner moths (Gracillaridae)

Furthermore, very particular preference is given to the control of the following species from the subfamily of the leaf-miner moths (Phyllocnistinae) in the following crops:

Phyllocnistis citrella in citrus fruit such as oranges, clementines, grapefruit, lemons

Lithocolletis ringoniella in pomaceous fruit and stone fruit, nuts

Lithocolletis crataegella

Lithocolletis coryfoliella

Leucoptera coffeella in coffee

Spider mites (Tetranychidae), gall mites (Eriophydae)

Moreover, very particular preference is given to the control of the following species from the family of the spider mites (Tetranychidae) and the gall mites (Eriophydae) in the following crops:

Tetranychus urticae in vegetables such as bell peppers, tomatoes,

Tetranychus cinnabarinus aubergines, cucumbers, melons, courgettes, pumpkins, in ornamental plants such as roses, Tetranychus canadensis azalea;hops,tea

Tetranychus pacificus

Tetranychus tumidus

Tetranychus kanzawai

Panonychus ulmi in vegetables such as tomatoes, courgettes, aubergines, bell peppers, pomaceous fruit, stone fruit

Pananychus citri in citrus fruit such as oranges, clementines

Aculops lapponicus in vegetables such as tomato; ornamental plants

Aculops lycopersici such as fuchsias

Aculops pelekassi

Aculops fuchsiae

See also Example 12

Some of the active compound formulations of the standards described in the examples are commercially available, some can be prepared by standard methods.

The SL formulations (050 SL, 200 SL) and the SC formulations (025 SC, 225 SC) of the compound of the formula (1-2) can be prepared analogously to the formulations described in WO 2009/115262.

Preparation of the SG formulation (60.7 SG): (see EP-18167264.3).

With stirring, 56 g of compound 1-2 are mixed with

15.5 g of potassium hydroxide (50% strength)

11.5 g of Reax 88B

15 g of K 2 SO 4

2 g of Morwet EFW in 130 g of water and then dried by spray drying (LabPlant Model SprayDryer SD-05, air temperature inlet 190°C, air temperature outlet 50-60°C, air throughput 48 mh).

Throughout this specification and the claims which follow, unless the context requires otherwise, the word "comprise", and variations such as "comprises" and "comprising", will be understood to imply the inclusion of a stated integer or step or group of integers or steps but not the exclusion of any other integer or step or group of integers or steps.

The reference in this specification to any prior publication (or information derived from it), or to any matter which is known, is not, and should not be taken as an acknowledgment or admission or any form of suggestion that that prior publication (or information derived from it) or known matter forms part of the common general knowledge in the field of endeavour to which this specification relates.

Claims (7)

Patent Claims

1. Use of a compound of the formula (I) for controlling animal pests on a plant, where the application of the active compound is carried out by drip application to the soil in which the plant is grown, where the pests comprise insects, spider mites and/or nematodes, and where the compound of the formula (I) has the following structure:

H\ 0 O N Me

HO Me CI _

2. The use according to Claim 1, where the soil is an artificial growth substrate.

3. The use according to Claim 2, where the artificial growth substrate is selected from the group consisting of rock wool, glass wool, quartz sand, gravel, expanded clay and vermiculite.

4. The use according to Claim 1, where the soil is a natural growth substrate.

5. The use according to Claim 4, where the soil is topsoil.

6. The use according to one or more of Claims I to 5, where the plant is selected from the group consisting of cotton, soya beans, tobacco, vegetables, spices, ornamental plants, conifers, citrus plants, fruit, tropical crops, nuts and grapevines.

7. The use according to one or more of Claims I to 6, where the pestsare selected from the families of the woolly aphids, grape lice, jumping plant lice, soft scales, armoured scale insects, ensign scales, mealy bugs, whiteflies, aphids, thrips, leafhoppers, planthoppers, leaf-miner flies, gall midges, fruit flies, leaf miner moths, spider mites, gall mites.