MXPA97003193A - Esters of fluorbutenilo, its employment for the luchacontra the pimes anima - Google Patents

Abstract

The invention relates to fluorophenyl esters of the formula (I) (See Formula), wherein R 1 is hydrogen or halogen, and R 2 is one of groups (A), (B) or (C) (See Formula); in which V, Y, Z, R3 and R5 have the meaning indicated in the description, procedures and intermediate products for their preparation as well as their use for the fight against animal pests

Description

ESTERES DE FLUORBUTENILO, Sü EMPLOYMENT FOR THE FIGHT AGAINST ANIMAL PESTS DESCRIPTION OF THE INVENTION The present invention relates to new esters of fluoroubutenyl, to processes for their preparation and their use for the control against animal pests, especially against insects, arachnids and nematodes, which occur in agriculture, in forestry, in the protection of stored products and materials as well as in the hygiene sector. It has already been reported that certain fluoroubuteyl compounds are active as nematicides (see, for example, WO 88/00183). However, the activity and spectrum of activity of these compounds are not always satisfactory, especially in the case of application quantities and low concentrations. New compounds of the formula (I) have now been found, wherein R 1 signifies hydrogen or halogen, and R 2 signifies one of groups (a) or (b) REF: 24518 AND Y -O-C ll -Z-R (a) -S-C ?? - S-R (b) wherein Y means oxygen or sulfur, Z means oxygen, sulfur or NR4, R3 signifies hydrogen or means, optionally substituted, alkyl, alkenyl, cycloalkyl, aryl, aralkyl, alkoxycarbonyl, aryloxycarbonyl, arylsulfonyl or hetaryl and R4 is hydrogen or means, optionally substituted, alkyl, alkylthio, alkenyl, cycloalkyl, aryl, aralkyl or hetaryl or R3 and R4, together with the nitrogen atom, with which they are bound, form a substituted ring, optionally containing optionally oxygen, sulfur or nitrogen (which is optionally substituted by alkyl, aryl or aralkyl), or means group (c) -S-C-V-R5 (c) where V means oxygen or NR6 and R5 and R6, independently of each other, means hydrogen, an aliphatic group with up to 12 carbon atoms, an aromatic or heterocyclic group, respectively substituted, if appropriate, by at least one substituent of the group consisting of alkyl, cyano, trimethylsilyl, hydroxy, alkoxy, halogen, nitro, amino, alkylamino, dialkylamino, SH, alkylthio, phenyl, or the remainder of a carboxylic, sulfonic, phosphonic or phosphinic acid or an ester, thioester or an amide of the aforementioned acids where the amide is optionally substituted once or twice by alkyl, or R5 and R6 together with the nitrogen atom, with which they are linked, mean an amino acid or a heterocyclic group, optionally containing oxygen, sulfur or Nitrogen, substituted, if appropriate, at least once by alkyl, cyano, trimethylsilyl, hydroxy, alkoxy, halogen, nitro, amino, alkylamino, dialkylamino, SH, alkylthio, phenyl or for the remainder of a carboxylic acid, sulfonic acid, phosphonic acid or phosphinic acid or an ester, thioester or an amide of the acids mentioned, the amide being substituted in one or two times by alkyl, or R5. , in the case where R6 means hydrogen, means one of the radicals OR7, COR7, NR7R8, S02R9 or P (= O) R10R11 where R7 and R8 independently of each other, means hydrogen, alkyl or aryl, R9 means hydrogen, alkyl, haloalkyl or aryl and R10 and R11, independently of one another, mean hydrogen, alkyl, aryl, alkoxy, aryloxy, alkylthio, arylthio, amino, alkylamino, dialkylamino or arylamino, as well as their salts. The compounds of the formula (I) can be present as geometric and / or optical isomers or as mixtures of isomers of variable composition. The invention relates both to the pure isomers and also to the mixtures of the isomers. Those compounds of the formula (I), which have a carboxyl group or a hydroxyl group, can be present as salts in combination with various cations, for example alkali metals or alkaline earth metals, such as sodium, potassium, calcium, magnesium or ammonium ions. Quaternary as the isopropylammonium ion or the pyridinium ion. Taking into account the different meanings of the remainder R2, structures (la), (Ib) and (le) are obtained: Y II CF2 = CR1-CH2-CH2-0-C-Z-R3 (la) CF2 = CR1-CH2-CH2-S-C-V-R5 (le) where R1, R3, R5, V, Y and Z have the meaning indicated above. It has furthermore been found that the compounds of the formula (Ia) or (Ib) are obtained, if A) fluorouterenes of the formula (II) are reacted wherein R1 has the meaning indicated above, a) with compounds of the formula (III), II 3 ™ Ci-C -? - R in which Y, Z and R3 have the meanings indicated above, in the presence of a diluent and, if appropriate, in the presence of a base, or ß) with an iso (thio) cyanate of the formula (IV) YCN-R3 (IV) wherein Y and R3 have the meanings indicated above, in the presence of a diluent and, if appropriate, in the presence of a catalyst. or B) fluoroubutethols of the formula (lia) are reacted wherein R1 has the meaning indicated above, with a compound of the formula (Illa) Y (Illa) Cl-C-SR 3 wherein Y and R3 have the meanings indicated above, in the presence of a diluent and, if appropriate, in the presence of a base, or C) compounds of the formula are reacted (V) Y wherein R1 and Y have the meanings indicated above, with a compound of the formula (VI) H-Z-R3 (VI) wherein Z and R3 have the meanings given above, in the presence of a diluent and, if appropriate, in the presence of a base, or D) compounds of the formula (VII) and CF, = C-CH, are reacted -CH, -S-C-CI (VII) R1 wherein R1 and Y have the meanings indicated above, with a compound of the formula (VIII) H-S-R3 (VIII) wherein R3 has the meaning indicated above, in the presence of a diluent and, if appropriate, in the presence of a base. The compounds of the formula (le) can be obtained by means of known methods from compounds which are known and can be obtained commercially, or which are easily obtained according to known methods (see the preparation examples). Finally, it has been found that the new compounds of the formula (I) have powerful biological properties and are above all suitable for the control of animal pests, especially against insects, arachnids and nematodes, which occur in agriculture, in forestry, in the protection of stored products and materials as well as in the hygiene sector. The compounds according to the invention are defined in general by the formula (I). Substituents or preferred ranges of the residues indicated in the above formulas and which will be indicated below, are explained below. Preferably, R1 means hydrogen, fluorine or chlorine. Preferably R2 means one of the groups And Y li -O-C-Z- R- -s-c-s- in which Y means oxygen or sulfur, Z means oxygen, sulfur or NR4, R3 means hydrogen, means alkyl having 1 to 10 carbon atoms, optionally substituted by halogen, cyano, carboxyl, phenyl, amino ( it is optionally substituted by alkanediyl having 2 to 7 carbon atoms or one to two times, in the same or different manner by alkyl having 1 to 8 carbon atoms), by alkoxy with 2 carbon atoms, by alkylthio with 1 to 8 carbon atoms or by amino-carbonyl (which is optionally substituted by alkanediyl having 2 to 7 carbon atoms, once or twice, in the same or in different ways by alkyl having 1 to 8 carbon atoms, by halogenalkyl with 1 to 8 carbon atoms, by alkoxy with 1 to 8 carbon atoms, by cycloalkyl with 1 to 8 carbon atoms, by halogencycloalkyl with 3 to 8 carbon atoms, by alkyl with 1 to 4 Carbon-cycloalkyl atoms with 3 to 8 carbon atoms, by faith nyl or benzyl substituted, if appropriate, by halogen, by cyano, by nitro, by alkyl with 1 to 8 carbon atoms, by halogen with 1 to 8 carbon atoms, by alkoxy with 1 to 8 carbon atoms, by halogenalkoxy with 1 to 8 carbon atoms, by alkylthio with 1 to 8 carbon atoms or by halogenalkylthio with 1 to 8 carbon atoms), means alkenyl with 3 to 8 carbon atoms, optionally substituted by halogen, means cycloalkyl with 3 to 8 carbon atoms, optionally substituted by halogen or by alkyl having 1 to 6 carbon atoms, means phenyl, benzyl, phenyloxycarbonyl or phenylsulfonyl, each optionally substituted by halogen, cyano, nitro or alkyl with 1 to 8 carbon atoms, for halogenalkyl with 1 to 8 carbon atoms, for alkoxy with 1 to 8 carbon atoms, for halogenalkoxy with 8 carbon atoms, for alkylthio with 1 to 8 carbon atoms, for halogenalkylthio with 1 to 8 carbon atoms, by alkoxycarbonyl with 1 to 8 carbon atoms or by SCN, means a heterocycle with 1 to 3 nitrogen atoms, with 5 or 6 members, optionally substituted by halogen or by alkyl with 1 to 6 carbon atoms or means alkoxycarbonyl having 1 to 8 carbon atoms, optionally substituted by halogen or by alkoxy with 1 to 6 carbon atoms. Preferably, R 4 is hydrogen, is alkyl having from 1 to 10 carbon atoms, optionally substituted by halogen, by cyano, by amino (which is optionally substituted by alkanediyl having 2 to 7 carbon atoms or optionally one or two) sometimes, in the same or different manner by alkyl having 1 to 8 carbon atoms), by alkoxy with 1 to 8 carbon atoms, by alkylthio with 1 to 8 carbon atoms, by aminocarbonyl (which is optionally substituted by alkanediyl with 2 to 7 carbon atoms, one to two times, the same or differently for alkyl with 1 to 8 carbon atoms, for halogenalkyl with 1 to 8 carbon atoms, for cycloalkyl with 3 to 8 atoms of carbon, by halogencycloalkyl with 3 to 8 carbon atoms, by alkyl with 1 to 4 carbon atoms-cycloalkyl with 3 to 8 carbon atoms, by phenyl or benzyl respectively substituted, if appropriate by halogen, by cyano, by nitro, by alkyl with 1 to 8 atoms carbon atoms, for halogenalkyl with 1 to 8 carbon atoms, for alkoxy with 1 to 8 carbon atoms, for halogenalkoxy with 1 to 8 carbon atoms, for alkylthio with 1 to 8 carbon atoms, for halogenalkylthio with 1 to 8 carbon atoms), means alkylthio having 1 to 6 carbon atoms, optionally substituted by halogen, means alkenyl having 3 to 8 carbon atoms, optionally substituted by halogen, means cycloalkyl having 3 to 8 carbon atoms substituted on the In the case given by halogen or by alkyl having 1 to 6 carbon atoms, it means phenyl or benzyl substituted, where appropriate, by halogen, cyano, nitro, alkyl with 1 to 8 carbon atoms, halogen alkyl with 1 to 8 atoms of carbon, by alkoxy with 1 to 8 carbon atoms, by halogenalkoxy with 1 to 8 carbon atoms, by alkylthio with 1 to 8 carbon atoms, by halogenalkylthio with 1 to 8 carbon atoms, by alkoxycarbonyl with 1 to 8 atoms from carbon or by SCN, means a heterocycle with 1 to 3 nitrogen atoms, with 5 or 6 members, optionally substituted by halogen or by alkyl with 1 to 6 carbon atoms, or R3 and R4 form, together with the nitrogen, to which they are bonded, a ring with 4 to 8 members, optionally substituted by alkyl having 1 to 8 carbon atoms, optionally containing oxygen, sulfur or nitrogen (which is optionally substituted by alkyl with 1 to 8 carbon atoms, by phenyl or by benzyl). Preferably, R1 means fluorine. Preferably, R2 means the group Y II • O-C-Z-R wherein Y means oxygen or sulfur, Z means oxygen, sulfur or NR4, R3 means hydrogen, means alkyl having 1 to 6 carbon atoms, optionally substituted by fluorine, by chne, by cyano, by carboxyl, by phenyl, by amino (which is optionally substituted by alkanediyl having 2 to 6 carbon atoms or one to two times, in the same or different forms, by alkyl having 1 to 6 carbon atoms), by alkoxy with 1 to 6 carbon atoms carbon, by alkylthio having 1 to 6 carbon atoms or by aminocarbonyl (which is optionally substituted by alkanediyl having 2 to 6 carbon atoms, one or two times the same or in different ways by alkyl with 6 carbon atoms) , by haloalkyl with 1 to 6 carbon atoms, by alkoxy with 1 to 6 carbon atoms, by cycloalkyl with 3 to 7 carbon atoms, by halogenocycloalkyl with 3 to 7 carbon atoms, by alkyl with 3 carbon atoms; carbon-cycloalkyl atoms with 3 to 7 carbon atoms, by phenyl or benzyl substituted, if appropriate, by halogen, by cyano, by nitro, by alkyl with 1 to 6 carbon atoms, by haloalkyl with 1 to 6 carbon atoms, by alkoxy with 1 to 6 carbon atoms, by haloalkoxy with 1 to 6 carbon atoms, for alkylthio with 1 to 6 carbon atoms or for halogenalkylthio with 1 to 6 carbon atoms), means cycloalkyl with 4 to 8 carbon atoms, optionally substituted by fluorine, chne or C 1 -C 4 -alkyl means phenyl, benzyl, phenoxycarbonyl or phenylsulfonyl respectively substituted, if appropriate, by fluorine, by chne, by cyano, by nitro, by alkyl with 1 to 6 carbon atoms, by haloalkyl with 1 to 6 carbon atoms, alkoxy with 1 to 6 carbon atoms, halogenoalkoxy with 6 carbon atoms, alkylthio with 1 to 6 carbon atoms, halogenalkylthio with 1 to 6 carbon atoms, alkoxycarbonyl with 1 to 6 carbon atoms or SCN or it meant to alkoxycarbonyl having 1 to 6 carbon atoms, optionally substituted by fluorine, chne or alkoxy with 1 to 4 carbon atoms. Particularly preferably R 4 is hydrogen, is C 1 -C 6 -alkyl, C 1 -C 4 -alkylthio optionally substituted by fluorine or chne or is C 4 -C 8 -cycloalkyl, or R 3 and R4 together with the nitrogen atom, with which they are bound, form a ring with 4 to 8 members, optionally substituted by alkyl having 1 to 6 carbon atoms, optionally containing oxygen, sulfur or nitrogen (which it is optionally substituted by alkyl having 1 to 6 carbon atoms, by phenyl or by benzyl). Particularly preferably R1 means fluorine. Particularly preferably, R2 means the group "3 -O-C-Z-R wherein Y means oxygen, Z means oxygen, sulfur or NR4, where R3 signifies hydrogen, means alkyl having 1 to 6 carbon atoms, optionally substituted by fluorine, by chne, by cyano, by carboxy, by phenyl, by amino (which is optionally substituted by alkanediyl having 2 to 6 carbon atoms or one or two times, in the same or different manner by alkyl having 1 to 6 carbon atoms), by alkoxy with 1 to 6 carbon atoms, by alkylthio having 1 to 6 carbon atoms or by aminocarbonyl (which is optionally substituted by alkanediyl having 2 to 6 carbon atoms, one or two times, in the same or in different ways by alkyl with 4 carbon atoms, by alkoxy with 1 to 4 carbon atoms or by phenyl or benzyl respectively substituted, where appropriate, by halogen, by cyano, by nitro, by alkyl with 1 to 6 carbon atoms, by haloalkyl with 1 to 6 carbon atoms, by haloalkyl with 1 to 6 carbon atoms, by alkoxy with 1 to 6 carbon atoms, halogenalkoxy with 1 to 6 carbon atoms, halogenalkoxy with 1 to 6 carbon atoms, alkylthio with 1 to 6 carbon atoms or halogenalkylthio with 1 to 6 carbon atoms)means cycloalkyl with 4 to 8 carbon atoms optionally substituted by alkyl having 1 to 4 carbon atoms, means phenyl, benzyl, phenoxy or phenylsulfonyl respectively substituted, where appropriate, by fluorine, by chlorine, by cyano, by alkyl with 1 to 4 carbon atoms, for halogenalkyl with 1 to 4 carbon atoms, for alkoxy with 1 to 4 carbon atoms, for halogenalkoxy with 1 to 4 carbon atoms, for alkylthio with 1 to 4 carbon atoms, for halogenalkylthio with 1 to 4 carbon atoms or alkoxycarbonyl having 1 to 4 carbon atoms or means alkoxycarbonyl having 1 to 4 carbon atoms optionally substituted by fluorine, chlorine or alkoxy with 1 to 4 carbon atoms. Very particularly preferably R 4 is hydrogen, is C 1 -C 4 -alkyl, means alkylthio having 1 to 3 carbon atoms, optionally substituted by fluorine or chlorine or cycloalkyl having 4 to 6 carbon atoms, or R3 and R4 form, together with the nitrogen atom, with which they are bonded, a ring with 4 to 8 members, optionally substituted by alkyl having 1 to 4 carbon atoms, optionally containing oxygen, sulfur, or nitrogen (which is optionally substituted by alkyl with 1 to 4 carbon atoms or by benzyl). The definitions of the remains and the explanations indicated above in general or in the preferred ranges are valid, correspondingly, for the final products and for the starting products and for the intermediate products. These definitions of the remains can be combined arbitrarily, that is to say also between the corresponding preferential ranges. According to the invention, the compounds of the formulas (la) and (Ib) in which a combination of the abovementioned compounds preferably (preferably) is present are preferred. Particularly preferred according to the invention are the compounds of the formulas (la) and (Ib), in which a combination of the meanings given above is particularly preferably present. The compounds of the formulas (la) and (Ib), in which a combination of the abovementioned meanings is very particularly preferably present, are very particularly preferred according to the invention. Another preferred group of compounds are the compounds of the formula (la), especially those in which Z is oxygen and R 5 is an aliphatic group, preferably lower alkyl, especially ethyl. In the definitions of the radicals indicated above and indicated below, the hydrocarbon radicals, such as alkyl or alkenyl - even in combination with heteroatoms such as alkoxy or alkylthio - will, as far as possible, be straight chain or chain respectively branched The terms used in the definitions of the radicals R5, R5, R7, R8, R9, R10 and R11 should be understood as follows: The term "halogen" means fluorine, chlorine, bromine, iodine. The term "alkyl" means straight chain or branched chain alkyl with 1 to 7 carbon atoms. The term "lower alkyl" means straight chain or branched chain alkyl with 1 to 4 carbon atoms. The term "aliphatic" means saturated or unsaturated alkyl, straight-chain or branched chain with 1 to 10 carbon atoms inclusive (or as indicated) or means straight-chain or branched-chain alkenyl with up to 10 carbon atoms inclusive (or as indicated). The term "alkoxy" means lower alkyl, linked through an oxygen atom. The term "alkylthio" means lower alkyl, linked through a sulfur atom. The term "alkoxycarbonyl" means a lower alkyl ester of a carboxyl group. The expression "residue of a carboxylic acid, sulfuric acid, phosphonic acid or phosphinic acid or an ester, thioester or amide of the acids mentioned "means an aliphatic group, in which at least one carbon atom is replaced by a carboxyl group, or in which at least one nitrogen atom is replaced by a sulfonic acid group, a phosphinic acid group or a group of phosphonic acid and lower alkyl esters, lower alkylthio esters or amides (which are optionally substituted by one or two lower alkyl groups) of the acids mentioned The term "amino acid" means that NR5R6 is the amino group, optionally substituted, of an amino acid of natural or non-natural origin The expression "aromatic group" or "aryl", means phenyl, optionally substituted as described above The expression "heterocyclic group" means an arbitrary cyclic group, which contains in the ring at least one element other than carbon.The heteroatom may be oxygen, nitrogen, sulfur or other element. The following may be mentioned: thiadiazole, pyridine, thiazole, isothiazole, oxazole, imidazole, pyrazole, triazole, benzotriazole, heterocycles with sulfur, morpholine, piperidine, piperazine or pyrrolidine, which are optionally substituted by at least one residue of the group formed by cyano, tri-ethylsilyl, hydroxy, alkoxy, halogen, nitro, amino, SH, alkylthio, carboxy, alkoxycarbonyl, phenyl, residue of a carboxylic acid, sulfonic acid, phosphonic acid or phosphinic acid or an ester, thioester or an amide of these acids. If, in the preparation of the compounds of the formula (I), according to process Aa), for example 3, 4,4-trifluoro-but-3-enol and ethyl chloroformate, are used as starting products, represent the development of the reaction by means of the following reaction scheme: O II CF2 = CF- • CH, -CH-OH + CI-C-OC2H5 OR II CF2 = CF-CH2-CH2-0-C-OC2H5 If, for the preparation of the compounds of the formula (I), according to the Aβ process, for example 3,4,4-trifluoro-but-3-enol and phenylisocyanate are used as starting products, the development may be represented of the reaction by means of the following reaction scheme: If they are used in the preparation of the compounds of the formula (I), according to process B), for example, 3,4,4-trifluorobut-3-en-thiol and the methyl chlorothiolformiate, the development of the reaction can be represented by means of the following reaction scheme: If they are used in the preparation of the compounds of the formula (I), according to process C), for example, the chloroformate of (3,4,4-trifluorbut-3-enyl) and the cyclohexylamine as starting products, The development of the reaction can be represented by means of the following reaction scheme: If they are used in the preparation of the compounds of the formula (I), according to process D), for example, the chlorotiolformate of (3,4,4-trifluorobut-3-enyl) and 2,6-dimethylmorpholine as starting materials , the development of the reaction can be represented by means of the following reaction scheme: The processes described above, Aa, Aβ, B, C and D for the preparation of the compounds of the formula (I) are characterized together because the reactions are carried out in the presence of a diluent. As diluents, all usual solvents can be used in these processes. Aliphatic or aromatic hydrocarbons, optionally halogenated, ethers or nitriles, such as for example cyclohexane, toluene, chlorobenzene, chloroform, dichloromethane, dichloroethane, dioxane, tetrahydrofuran, diethyl ether or acetonitrile, may be employed. The processes, described above, Aa, B, C and D for the preparation of the compounds of the formula (I) are characterized as a whole because the reactions are carried out, if appropriate, in the presence of a base. As bases, all customary proton acceptors can be used in processes Aa, B, C and D. Preference is given to using alkali metal or alkaline earth metal hydroxides, carbonates or bicarbonates of alkali metals or alkaline earth metals or nitrogenous bases. Sodium hydroxide, calcium hydroxide, potassium carbonate, sodium bicarbonate, triethylamine, dibenzylamine, diisopropylamine, pyridine, quinoline, diazabicyclooctane (DABCO), diazaoicichlononene (DBN) and diazabicycloundecene (DBU) may be cited. The process, described above, Aβ for the preparation of the compounds of the formula (I) is characterized in that the reaction is carried out, if appropriate, in the presence of a catalyst. As catalysts, for example diazabicyclooctane (DABCO), triethylamine, or pyridine or organic tin compounds such as dibutyltin dilaurate can be used. The temperatures of the reaction in the processes described above Aa, Aβ, B, C and D can vary within wide limits. In processes Aa, B, C and D, the process is generally carried out at temperatures between -10 ° C and 150 ° C, preferably between 0 ° C and 90 ° C. In the case of the Aβ process, the process is generally carried out at temperatures between 0 ° C and 120 ° C, preferably between 20 ° C and 100 ° C. The proportion of the starting materials of the formulas (II) and (III) in the process Aa or of the formulas (lia) and (III) in the case of process B is generally 1: 1 to 2: 1. . The proportion of the starting materials of the formulas (II) and (IV) in the case of the Aβ process is generally between 2: 1 and 1: 2, preferably equivalent amounts are used. The proportion of the starting materials of formulas (V) and (VI) in the case of process C or of formulas (VII) and (VIII) in the case of process D is generally between 1: 1 and 10: 1. The procedures, previously described, Aa, Aβ, B, C and D are generally carried out under normal pressure. For processing, in the processes described above, Aa, Aβ, B, C and D, the reaction mixture is diluted, for example, with water, extracted with an organic solvent and the organic phase is evaporated. The starting materials used in the preparation processes Aa and Aβ of the formula (II) are known and can be obtained according to known methods (see, for example, WO 92/15 555). The starting materials, also used in the preparation processes Aa and B, of the formula (III) or (Illa) are known or can be prepared according to known methods. The compounds of the formula are obtained (III) or (Illa), for example, if alcohols, thiols or amines of the formula (VI) are reacted in a manner known per se and phosgene or thiophosgene (see for example Hou-ben Weyl, Methoden der organischen Chemie, volume E, 4, page 407 et seq., Georg Thieme Verlag Stuttgart, New York, 1983). The iso (thio) cyes used as starting materials in the process for obtaining Aβ, of the formula (IV), are chemical products for synthesis generally known in organic chemistry. The starting materials of the formula (V), used in the preparation process C, are new, but can nevertheless be obtained according to known methods. The compounds of the formula (V) are obtained, for example, if compounds of the formula (II) are reacted in a manner known per se (see above) with phosgene or with thio-phosgene. The starting compounds of the formula (VI), which are also used in the preparation process C, are chemical products for synthesis known in general from organic chemistry. The starting materials of the formula (VII) used in the preparation process D are new, but can nevertheless be obtained according to known methods. The compounds of the formula (VII) are obtained, for example, by reacting compounds of the formula (Ha) in a manner known per se (see above) with phosgene or with thiophosgene. The starting materials of the formula (VIII), which are also used in the preparation process D, are generally known compounds of organic chemistry. The active compounds according to the invention are suitable for the control of animal pests, preferably against insects, arachnids and nematodes, which occur in agriculture, in forestry, for the protection of stored products and materials as well as in the hygiene sector. . They can preferably be used as crop protection agents. They are active against normally sensitive and resistant species as well as against all or some stages of development. The pests mentioned above belong: From the order of the isopods, for example, Oniscus asellus Armadillidium vulgare and Porcellio scaber. From the order of the diplopoda, for example, Blaniculus guttulatus. From the order of the chilopoda, for example, Geophilus carpophagus and Scutigera spec .. From the order of the syphilis, for example, Scutigella immaculata. From the order of the tisane, for example, Lepisma saccharina. From the order of springtails, for example, Onychiurus armatus. From the order of the orthoptera, for example, Blatta orientalis, Periplaneta americ Leucophaea maderae, Germanic Blattella; acheta domesticus, Gryllotalpa spp., Locusta migratoria migratorioides, Melanoplus differen-tialis and Schistocerca gregaria. From the order of dermápteros, for example, Forfícula auricularia. From the order of the Isoptera, for example, Reticulitermes spp. From the order of the anopplides, for example, Pediculus humanus corporis, Haematopinus spp. , and Linognathus spp. From the order of the malophagous, for example, Trichodectes spp. and Damalinea spp. From the order of the Thysanoptera, for example, Hercinothrips femoralis and Thrips tabaci. From the order of the heteroptera, for example, Eurygaster spp. , Dysdercus intermedius, Piesma quadrata, Cimex lectularius, Rhodnius prolixus and Triatoma spp. From the order of the Homoptera, for example, Aleumides brassicae, Bemisia tabaci, Trialeurodes vaporariorum, Aphis gossypii, Brevicoryne brassicae, Cruptomyzus ribis, Aphis fabae, Aphis pomi, Eriosoma lanigerum, Hyalopterus arundinis, Phylloxera vastatrix, pemphigus spp., macrosiphum avenae, Myzus spp. , Phorodon humili, Rhopalosiphum padi, Empoasca spp., Euscelis bilobatus, Nephotettix cincticeps, Lecanium corni, Saissetia oleae, Laodelphax striatellus, Nilaparvata lugens; Aonidiella aurantii, Aspidiotus hederae, Pseudococcus spp., Psylla spp. From the order of the Lepidoptera, for example, Pee-tinophora gossypiella, Bupalus piniarius, Cheimatobia bru-mata, Lithocolletis blancardella, Hyponomeuta padella, Plutella maculipennis, Malacosoma neustria, Euproctis chrysor-rhoea, Lymantria spp., Bucculatrix thurberiella, Phylloc-nistis citrella, Agrotis spp., Euxoa spp., Feltia spp., Earias insulana, Heliothis spp., Spodoptera rare, Mames-tra brassicae, Panolis flammea, Spodoptera lituria, Spodoptera spp., Trichoplusia ni, Carpocapsa pomonella, Pieris spp., Chilo spp., Pyrausta nubilalais, Ephestia kuehniella, Galleria mellonella, Tineola bisselliella, Tinea pellione- 11a, Hofmannophila pseudospretella , Cacoecia podana. Capua retícula, Choristoneura fumiferana, Clysia ambiguella, Magnanimous Hornbill and Tortrix viridana. From the order of Coleoptera, for example, Anobium punctatum, Rhizopertha dominica, Bruchidius obtectus, Acanthoscelides obtectus, Hylotrupes bajulus, Agelastica alni, Leptinotarsa decemlineata, Phaedon cochleariae, Diabrotica spp. , Psylliodes chrysocephala, Epilachna varivestis, Atomaria spp. , Oryzaephilus surinamensis, Anthonomus spp., Sitophilus spp. , Otiorrhynchus sulcatus, Cosmopolites sordidus, Ceuthorrhynchus assimilis, Hypera postica, Dermestes spp., Trogoderma spp., Anthrenus spp., Attagenus spp., Lyctus spp., Meligethes aeneus, Ptinus spp., Niptus hololeucus, Gibbium psylloides, Tribolium spp. ., Tenebrio molitor, Agriotes spp., Conoderus spp., Melolontha melolontha, Amphimallon solstitialis and Costelytra zealandica. From the order of Hymenoptera, for example, Di-prion spp., Hoplocampa spp., Lasius spp., Monomorium pha-raonis and Vespa spp. From the order of Diptera, for example, Aedes spp. Anopheles spp., Culex spp., Drosophila melanogaster, Musca spp. , Fannia spp. , Calliphora erythrocephala, Lucilia spp., Chrysomia spp., Cuterebra spp., Gastrophilus spp., Hyppobosca spp. , Stomoxys spp. , Oestrus spp. , Hypoderma spp., Tabanus spp., Tannia spp., Bibio hortulanus, Oscinella frit, Phorbia spp., Pegomyia hyoscyami, Ceratitis capitata, Dacus oleae and Typula paludosa. From the order of the siphonaptera, for example, Xenopsylla cheopis, Ceratophyllus spp. From the order of the arachnids, for example Scorpio maurus, Lactrodectus actans. From the order of mites, for example Acarus served, Argas spp., Ornithodoros spp., Dermanyssus gallinae, Eriophyes ribis, Phyllocoptruta oleivora, Boophilus spp., Rhipicephalus spp., Amblyomma spp., Hyalomma spp., Ixodes spp., Psoroptes spp., Chorioptes spp., Sarcoptes spp., Tar - sone us spp., Bryobia praetiosa, Panonychus spp., Tetranychus spp. Plant parasitic nematodes include, for example, Pratylenchus spp., Radopholus similis, Ditylenchus dipsaci, Tylenchulus semipenetrans, hetroder spp., Globodera spp., Meloidogyne. spp., Aphelenchoides spp. , Longidorus spp. , Xiphinema spp. , Trichodorus spp ..

The compounds according to the invention of the formula (I) are especially characterized by an excellent insecticidal and nematicidal activity. They show a potent effect, when used against insect leaves and soil, against green leaf beetle larvae of horseradish (Phaedon cochleariae) and caterpillars of cabbage moth (Plutella maculipennis). When used against nematodes they show a potent effect for example against Meloidogyne incognita. In this case, the active compounds according to the invention not only have protective properties, but also systemic properties in the leaves and systemic properties in the roots. Furthermore, the active compounds according to the invention of the formula (I) also have a fungicidal effect, for example against Pyricularia oryzea in rice. The active compounds can be converted into the customary formulations, such as solutions, emulsions, sprayable powders, suspensions, powders, foams, dusts, pastes, soluble powders, granules, emulsion suspension concentrates, natural and synthetic materials impregnated with the active product as well as microencapsulated in polymer materials. These formulations are prepared in a known manner, for example by mixing the active compounds with extenders, ie with liquid solvents and / or solid excipients, optionally with the use of surfactants, ie emulsifiers and / or dispersants. and / or foam generating means. When water is used as an extender, organic solvents can be used, for example, as auxiliary solvents. Preferred liquid solvents are: aromatic hydrocarbons, such as xylene, toluene or alkylnaphthalenes, chlorinated aromatic hydrocarbons and chlorinated aliphatic hydrocarbons, such as chlorobenzenes, chloroethylenes or methylene chloride, aliphatic hydrocarbons, such as cyclohexane. or paraffins, for example petroleum fractions, alcohols such as butanol or glycol, as well as their ethers and esters, ketones, such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, or strongly polar solvents, such as dimethylformamide and dimethyl sulfoxide as well as water. Suitable solid excipients are, for example, ammonium salts and ground natural minerals, such as kaolins, clays, talc, chalk, quartz, attapulgite, montillonite or diatomaceous earth, and ground synthetic minerals, such as silicic acid. highly dispersed, aluminum oxide and silicates; Examples of solid excipients for granules are broken and fractionated natural minerals, such as calcite, marble, pumice, sepiolite and dolomite, as well as synthetic granules of inorganic and organic flours and granulates of organic material, such as such as sawdust, coconut husks, corn ears and tobacco stems; suitable emulsifiers and / or foamers are, for example, nonionic and anionic emulsifiers, such as polyoxyethylenated esters of fatty acids, polyoxyethylenated ethers of fatty alcohols, for example, alkylaryl polyglycol ether, alkylsulfonates, alkyl sulphates, arylsulfonates, as well as albumin hydrolysates; as dispersants come into consideration: for example, the sulfitic lyes of lignin and methylcellulose. In the formulations, adhesives such as carboxymethylcellulose, natural and synthetic polymers that are pulverulent, granulable or in the form of latexes, such as gum arabic, polyvinyl alcohol, polyvinyl acetate, as well as natural phospholipids such as cefalin and lecithin, and synthetic phospholipids can be used. . Other additives can be mineral and vegetable oils. Dyes, such as inorganic pigments, for example, iron oxide, titanium oxide, Prussian blue and organic dyes, such as metallic alizarin, azo and phthalocyanine dyes as well as trace nutrients, such as iron salts, may be employed. , manganese, boron, copper, cobalt, molybdenum and zinc. The formulations contain, in general, between 0.1 and 95% by weight, preferably between 0.5 and 90% of active product. The active compound according to the invention can be present in its commercially available formulations as well as in the forms of application prepared from these formulations in admixture with other active ingredients, such as insecticides, baits, sterilizers, bactericides, acaricides. , nematicides, fungicides, growth regulating products or herbicides, insecticides belong, for example, phosphoric acid esters, carbamates, esters of carboxylic acids, chlorinated hydrocarbons, phenylureas, products prepared by microorganisms and others. Particularly convenient components of the mixture are, for example, the following: Fungicides: 2-Aminobutane; 2-anilino-4-methyl-6-cyclopropylpyrimidine; 2 ', 6' -dibromo-2-methyl-4 '-trifluoromethoxy-4'-trifluoromethyl-1,3-thiazole-5-carboxanilide; 2,6-dichloro-N- (4-trifluoromethylbenzyl) benzaide; (E) -2-methoxyimino-N-methyl-2- (2-phenoxy-phenyl) acetamide; 8-hydroxyquinolinesulfate; methyl- (E) -2- 2- [6- (2-cyanophenoxy) pyrimidin-4-yloxy] phenyl-3-methoxyacrylate; methyl- (E) -methoxyimino [alpha- (o-tolyloxy) -o-tolyl] acetate; 2-phenylphenol (OPP), aldimorph, ampropylfos, Anilazin, azaconazole, benalaxyl, benodanil, benomyl, binapacryl, Biphenyl, Bitertanol, Blasticidin-S, bromuconazole, bupirimate, Buthiobate, Calciumpolysulfid, Captafol, Captan, Carbendazim, Carboxin, chinomethionat (Quinomethionat ), Chloroneb, Chloropicrin, Chlorothalonil, Chlozolinat, Cufraneb, Cymoxanil, Cypro-conazole, Cyprofuram, Dichlorophen, Diclobutrazol, Diclofuanid, Diclomezin, Dicloran, Diethofencarb, Difenoconazole, Dimethirimol, Dimethomorph, Diniconazole, Dinocap, Diphenylamin, Dipyrithion, Ditalimfos, Dithianon, Dodin, Drazoxolon, Edifenphos, Epoxyconazole, Ethirimol, Etridiazole, Fenarimol, Fenbuconazole, Fenfuram, Fenitropan, Fen- phenyl- nyl, Fenpropidin, Fenpropimorf, Fentinacetate, Fentinhy- droxyd, Ferbam, Ferimzone, Fluazinam, Fludioxonil, Fluoro- ide, Fluquinconazole, Flusilazole, Flusulfamide, Flutolalan, Flutriafol, Folpet, Fosetyl-Aluminum, Fthalide, Fuberidazole, Furalaxil, Furmecyclox, Guazatine, Hexachlorobenzene no, Hexaconazole, Hymexazole, Imazalil, Imibenconazole, Iminoctadin, Iprobenfos (PPI), Iprodion, Isoprothiolan, Kasugamycin, copper compositions, such as; copper hydroxide, copper naphthenate, copper oxychloride, copper sulfate, copper oxime and mixture of Bordeux, Mancopper, Mancozeb, Maneb Mepanipyrim, Mepronil, Metalaxyl, Metconazole, Methasulfocarb, Metiram, Metsulfovax, Myclobutanil, Nickel dimethyldithiocarbamate, Nitrothal- isopropyl, Nuarimol, Ofurace, Oxadixyl, Oxamocarb, Oxycarboxin, Perfurazoat, Penconazole, Pencycuron, Phosdiphen, Pimaricin, Piperalin, Polyoxin, Probenazole, Prochloraz, Procymidon, Propa ocarb, Propiconazole, Propineb, Pyrazophos, Pyrefenox, Pyrimethanil, Pyroquilon, Quintozen (PCNB ), Sulfur and sulfur compositions, Tebuconazole, Tecloftala, Tecnazen, Tetraconazole; Thiaben-dazol, Thicyofen, Thiophanat-methyl, Thiram, Tolclophos-methyl, Tolylfluanid, Triadimefon, Triadimenol, Triazoxid, Trichlamid, Tricyclazole, Tridemorph, Triflumizol, Triforin, Triticonazole, Validamycin A, Vinclozolin, Zineb, Ziram. Bactericides: Bronopol, Dichlorophen, Nitrapyrin, nickel dimethyldithiocarbamate, Kasugamycin, Octhilinon, furancarboxylic acid, Oxytetracyclin, Probenazole, Streptomycin, Tecloftalam, copper sulfate and other copper preparations. Insecticides / caricides / Nematicides: Abamectin, Abamectin, AC 303 630, Acephat, Acrinathrin, Alanycarb, Aldicarb, Alphamethrin, Amitraz, Avermectin, AZ 60541, Azadirachtin, Azinphos, A, Azinphos M, Azocyclotin, Bacillus thuringiensis, Bendiocarb, Benfuracarb, Bensultap , Betacyluthrin, Bifenthrin, BPMC, Brofenprox, Bromophos A, Bufencarb, Buprofezin, Butocarboxin, Butylpiridaben, Cadusafos, Crbaryl, Carbofuran, Carbophenothion, Carbosulfan, Cartap, CGA 157 419, CGA 184699, Chloethocarb, Chlor-ethoxyphos, Chloretoxyphos, Chlorfenvinphos, Chlorfluazuron, Chlormephos, Chlorpyrifos, Chlorpyrifos M, Cis-Resmethrin, Clocythrin, Clofentezin, Cyanophos, Cycloprothrin, Cyfluthrin, Cyhalothrin, Cyhexatin, Cyper ethrin, Cyromazin, Delta ethrin, Demeton M, Demeton S, Demeton-S-methyl, Diafenthiuron, Diazinon, Dichlofenthion, Dichlorvos, Dicli-phos, Dicrotophos, Diethion, Diflubenzuron, Dimethoat, Dymethylvinphos, Dioxathioin, Disulfoton, Edifenphos, Emamectin, Esfenvalerat, Ethiophencarb, Ethion, Ethofenprox, Ethoprophos, Etofenprox, Etrimphos, Fenamiphos, Fenazaquin, Fenbutatinoxid, Fenitrothion, Fenobucarb, Fenothiocarb, Fenoxycarb, Fenpropathrin, Fenpyrad, Fenpyroximat, Fenthion, Fenvalerate, Fipronil, Fluazinam, Flucycloxuron, Flucythrinat, Flufenoxuron, Flufenprox, Fluvalinate, Fonophos, Formothion, Fosthiazat, Fubfenprox, Furathiocarb, HCH, Heptenophos, Hexaflumu Rum, Hexythiazox, Imidacloprid, Iprobenfos, Isazophos, Isofenphos, Isoprocarb, Isoxathion, Ivemectin, Lamda-cyhalothrin, Lufenuron, Malathion, Mecarbam, Mervinphos, Mesulfenphos, Metaldehyd, Methacrifos, Methamidophos, Methidathion, Methomyl, Metolcarb, Milbemectin, Monocrotophos, Moxidectin, Naled, NC 184, NI 25, Nitenpyram Omethoat, Oxamyl, Oxydemethon M, Oxydeprofos, Parathion A, Parathion M, Permethrin, Phenthoat, Phorat, Phosalon, Phos et, Phosphamdon, Phoxim, Pirimicarb, Pirimiphos M. Pri iphos A, Profenofos, Profenopos, Promecarb, Propaphos, Propoxur, Prothiophos, Prothiophos, Prothoat, Py etrozin, Pyrachlophos, Pyralophos, Pyraclophos, Pyradaphenthion, Pyresmethrin, Pyrethrum, Pyridaben, Pyrimidifen, Pyriproxifen, Quinalphos. RH 5992. Salithion, Sebufos, Silafluofen, Sulfotep, Sulprbfos, Tebufenozid, Tebufenpyrad, Tebupirimphos, Teflubenzuron, Tefluthrinrin, Temephos, Terbam, Terbufos, Tetrachlorvinphos, Thiafenox, Thiodicarb, Thiofanox, Thiomethon, Thionazin, Thuringiensin, Tralomethrin, Triarathen, Triazophos, Triazuron , Trichlorfon, Triflumuron, Trimethacarb, Vamidothion, XMC, Xylylcarb, YI 5301/5302, Zetamethrin. A mixture with other known active ingredients, such as herbicides or with fertilizers and growth regulators is also possible. The active compounds according to the invention can also be present in their customary formulations in commerce as well as in the application forms prepared from these formulations in admixture with synergists. The synergists are compounds by which the effect of the active products is increased without the synergistic aggregate having to be active in itself. The active ingredient content of the application forms prepared from the commercially available formulations can vary within wide limits. The concentration in active product of the application forms can be from 0.0000001 to 95% by weight of active compound, preferably between 0.0001 and 1% by weight. The application is carried out in a form adapted to the forms of application. When used against hygiene pests and stored products, the active product is characterized by an excellent residual effect on wood and clay as well as a good stability to alkalis on whitewashed supports. The active compounds according to the invention are not only active against plant pests, hygiene and stored products, but are also active in the field of veterinary medicine against animal parasites (ectoparasites) such as hard ticks, ticks. soft, scabies mites, runner mites, flies (choppers and suckers), parasitic fly larvae, lice, hair nits, nits of plugs and fleas. These parasites belong to: From the order of anopplides, for example, Haematopinus spp., Linognathus spp., Pediculus, Pthirus spp., Solenopotes spp. From the order of the Mallofagos and the suborders of the amblicerines as well as the Isqunocerians., for example, Trimenopon spp., Menopon spp., Trinoton spp., Bovicola spp., Werneckiella spp., Lepikentron spp., Damarina spp., Trichodectes spp., Felicola spp. From the order of the dipterans and the suborders of the nematocerines as well as the braquicerins, for example, Aedes spp., Anopheles spp., Culex spp., Simulium spp., Eusimuliu spp. , Phlebotomus spp. , Lutzomyia spp. , Culicoi-des spp., Chrysops spp., Hybomitra spp., Atylotus spp., Tabanus spp., Haematopota spp., Philipomyia spp., Braula spp., Musca spp. , Hydrotaea spp., Stomoxys spp., Haematobia spp., Morellia spp., Fannia spp., Glozzina spp., Calliphora spp., Lucilia spp., Chrysomyia spp., Wohlfahrtia spp., Sar-cophaga spp., Oestrus spp. , Hypoderma spp., Gasterophilus spp., Hippobosca spp., Lipoptena spp., Melophagus spp. From the order of the siphonoptera, for example Pulex spp., Ctenocephalides spp., Xenospsylla spp., Ceratophyllus spp.; From the order of the heteropterids, for example Cimex spp., Triatoma spp., Rhodnius spp., Panstrongylus spp. From the order of the blatarids, for example Blatta orientals, American periplaneta, Blattela germanica, Supella spp .. From the subclass of the mites (Acarida) and the suborder of the meta- as well as messstigmatos, for example Argas spp., Ornithodorus spp., Otabius spp., Ixodes spp., Amblyomma spp., Boophilus spp., Dermacentor spp., Haemaphy salis spp. , Hyalomma spp., Rhipicephalus spp., Dermanyssus spp., Raillietia spp., Pneumonyssus spp., Sternostoma spp., Varroa spp. From the order of the actinedids (Prostigmata) and acaudids (Astigmata), for example Acarapis spp. , Cheyletielia spp., Ornithocheyletia spp., Myobia spp., Psorergates spp., Demodex spp., Trombicula spp., Listrophorus spp., Acarus spp. , Tyrophagus spp., Caloglyphus spp., Hypodectes spp., Pterilichus spp., Psoroptes spp., Chorioptes spp., Otodectes spp., Sarcoptes spp., Notoedres spp., Knemidocop-tes spp. , Cytodites spp. , Laminosioptes spp. In an exemplary way they show an excellent activity against Boophilus microplus and Lucilia cuprina. The active compounds of the formula (I) according to the invention are also suitable for the control of arthropods, which attack animals useful in agriculture, such as, for example, cows, lambs, goats, horses, pigs, donkeys, camels, hippos, rabbits, chickens, ducks, turkeys, geese, bees, other domestic animals such as, for example, dogs, cats, room birds, aquarium fish as well as so-called test animals such as, for example, hamsters, guinea pigs of Indians, rats and mice. Through the fight against these arthropods, deaths and decreases in productivity (in meat, milk, wool, skins, eggs, honey, etc.) will be avoided, so that, by using the active products according to the invention, a more economical maintenance is possible. - co and simple of the animals. The application of the active compounds according to the invention is carried out in the veterinary field in a known manner by means of enteral administration in the form, for example, of tablets, capsules, beverages, dragees, pastes, boli, by means of the process by means of think "feed-through", suppositories, by parenteral administration, such as for example by injection (intra-muscular, subcutaneous, intravenous, intraperitoneal and similar), implants, by nasal application, by dermal application in the form of eg immersion or bath (Dippen), sprayed (Spray), irrigated (Pour-on and Spot-on), washed, powdered and with the aid of molded bodies containing the active product such as collars, ear tags, tail marks, bands for limbs, halters, marking devices etc. When used for livestock, poultry, pets, the active compounds of the formula (I) can be used as formulations (for example powders, emulsions, spreadable agents), containing the active compounds in amounts of 1 to 80% by weight. weight, directly or after a dilution of 100 to 10,000 times or can be applied as a chemical bath. Furthermore, it has been found that the compounds of the formula I show a high insecticidal effect against the insects that destroy the technical materials. In an exemplary and preferential manner - however without limitation - the following insects can be mentioned: Beetles, such as Hylotrupes bajulus, Chlorophorus pilosis, Anobium punctatum, Xestobium rufovillosum, Ptilinus pecticornis, Dendrobium pertinex, Ernobius ollis, Priobium carpine, Lyctus brunneus, Lyctus africanus, Lyctus planicollis, Lyctus linearis, Lyctus pubescens, Trogoxylon aequale, Minthes rugicollis; Xyleborus spec., Tryptodendron spec., Apate monachus, Bostrychus capucins, Heterobostrychus brunneus, Sinoxylon spec. , Dinoderus minutes. Hymenoptera, such as Sirex juvencus, Urocerus gigas, Urocerus gigas taignus, Urocerus augur. Termites, such as Kalotermes flavicollis, Cryptotermes brevis, Heterotermes indicala, Reticulitermes flavipes, Reticulitermes santoensis, Reticulitermes lucifugus, Mastotermes darwiniensis, Zootermopsis nevadensis, Coptotermes formosanus. Thysanides, such as Lepisma saccarina. By technical materials, non-living materials will be understood in the present context, such as, preferably, synthetic materials, glues, glues, paper and cardboard, leather, wood and wood products and paints. In a very special way, the materials to be protected against attack by insects are made of wood and wood products. By wood and wood processing products, which can be protected by means of the agents according to the invention or of the mixtures containing them, should be understood, for example: construction timber, wooden beams, railway sleepers, parts for bridges, ribs for boats, wooden vehicles, boxes, pallets, containers, telephone poles, wooden coverings, wooden windows and doors , plywood, plywood plates, carpentry works or wood products, which find application, in a very general way, in the home or in the construction industry. The active compounds can be used as such, in the form of concentrates or customary formulations in general, such as powders, granules, solutions, suspensions, emulsions or pastes. Said formulations can be prepared in a manner known per se, for example by mixing the active ingredients with at least one solvent or diluent, emulsifier, dispersants and / or binder or binding agent, water repellent, optionally drying and stabilizing. UV stabilizers and, if necessary, colorants and pigments as well as other processing aids. The insecticidal agents or concentrates to be used for the protection of wood and wood materials contain the active compound according to the invention in a concentration of 0.0001 to 95% by weight, in particular 0.001 to 60% by weight. The amounts of the agents or concentrates used depend on the type and origin of the insects and the environment. The optimum application quantities can be determined respectively by means of series of tests prior to the application. In general, however, it is sufficient to employ from 0.0001 to 20% by weight, preferably from 0.001 to 10% by weight of the active product, based on the material to be protected. A solvent or a mixture of organochemical solvents and / or a solvent or solvent mixture of organo-chemical, oleaginous or oleaginous solvents which is difficult to volate and / or a solvent or mixture of organic solvents serves as solvent and / or diluent. polar chemicals and / or water and, if appropriate, an emulsifier and / or humectant. The organochemical solvents used are preferably oleaginous or oleaginous solvents, with an evaporation value above 35 and a flame point above 30 ° C, preferably above 45 ° C. By way of such water-insoluble, oily or oleaginous-type solvents which are difficult to volatile, corresponding mineral oils or their aromatic fractions or mixtures of solvents containing mineral oils, preferably benzine for tests, petroleum and / or alkylbenzene, will be used. Advantageously, mineral oils with a boiling range of 170 to 220 ° C, benzine for tests with a boiling range of 170 to 220 ° C, spindle oil with a boiling range of 250 to 350 ° C, petroleum or aromatic hydrocarbons with a boiling range of 160 to 280 ° C, terpene oil and the like. In a preferred embodiment, liquid aliphatic hydrocarbons having a boiling range of 180 to 210 ° C or a high-boiling mixture of aromatic and aliphatic hydrocarbons having a boiling range of 180 to 220 ° C and / or oil for use are used. spindles and / or monochloronaphthalene, preferably a-mono-chloronaphthalene. Organic, sparingly soluble, oleaginous or oleaginous-type solvents, with an evaporation value above 35 and with a flame point above 30 ° C, preferably above 45 ° C, can be partially replaced by solvents light or medium volatile organochemicals, with the proviso that the solvent mixture has an evaporation index above 35 and a flame point above 30 ° C, preferably above 45 ° C, and that the insecticidal-fungicidal mixture is soluble or emulsifiable in this mixture of solvents. According to a preferred embodiment, a part of the solvent or of the mixture of organochemical solvents or a solvent or mixture of aliphatic organic chemical solvents will be replaced., polar. Preference is given to using aliphatic organochemical solvents containing hydroxyl and / or ester and / or ether groups, such as, for example, glycol ether, esters or the like. As organic-chemical components, synthetic resins and / or setting drying oils, known per se, soluble in water and / or soluble or dispersible or emulsifiable in organic solvents, will be used within the scope of the present invention. -chemicals used, especially binders consisting of or containing acrylic resin, a vinyl resin, for example polyvinyl acetate, polyester resin, polycondensation or polyaddition resin, polyurethane resin, alkyd resin or modified alkyd resin, resin phenolic, hydrocarbon resin such as indene-couma-rone resin, silicone resin, vegetable drying and / or drying oils and / or physical drying binders based on a natural and / or synthetic resin. As binders, synthetic resins are used in the form of an emulsion, dispersion or solution. Bitumen or bituminous substances up to 10% by weight can also be used as binders. In a complementary manner, dyes, pigments, water-repelling agents, odor correctors and inhibitors or anticorrosive agents known per se and the like can be used. It is preferred to use at least one alkyd resin or a modified alkyd resin and / or a drying vegetable oil in the medium or concentrate according to the invention as an organochemical binder. Preferably, alkyd resins having an oil content of greater than 45% by weight, preferably from 50 to 68% by weight, are preferably used according to the invention. The aforementioned binder can be partially or completely replaced by a fixing agent (mixture) or by a plasticizer (mixture). These additives must avoid a volatilization of the active products as well as a crystallization or precipitation. They preferably replace 0.01 to 30% of the binder (based on 100% of the binder used). The plasticizers are of the chemical class of phthalic acid esters such as dibutyl, dioctyl or benzylbutyl phthalate, phosphoric acid esters, such as tributyl phosphate, esters of adipic acid, such as di- (D-adipate). 2-ethylhexyl), stearates such as butyl stearate or amyl stearate, oleates such as butyl oleate, glycerin ethers or high molecular weight glycol ethers, glycerin esters as well as esters of p-toluenesulfonic acid. The fixing agents are chemically based on polyvinylalkyl ethers such as polyvinyl methyl ether or ketones such as benzophenone, ethylenebenzophenone. Suitable as solvent or diluent is water, if appropriate mixed with one or more of the aforementioned solvents or diluents, emulsifier and organochemical dispersants. Especially effective protection of the wood is achieved by impregnation processes on an industrial scale, for example vacuum, double vacuum or pressure processes. Ready-for-application agents can, if necessary, contain other insecticides and, if necessary, one or more other fungicides. The insecticides and fungicides mentioned in WO 94/29268 are preferably used as additional components of the mixture. The compounds mentioned in this document constitute, expressly, an integral part of the present application. Particularly preferred mixing components are insecticides, such as Chlorpyriphos, Phoxi, Silafluofin, Alphamethrin, Cyfluthrin, Cypermethrin, Deltamethrin, Per ethrin, Imidacloprid, NI-25, Flufenoxuron, hexaflumuron and Triflumuron, as well as fungicides such as Epoxiconazole, Hexaconazole, Azaconazole, Propiconazole, Tebuconazole, Cyproconazole, Metconazole, Imazalil, Dichlorfluanid, Tolylfluanid, 3-iodo-2-propynyl-butylcarbamate, N-octyl-isothiazolin-3-one and 4,5-dichloro-N-octylisothiazolin-3-one. The preparation and use of the active compounds according to the invention is apparent from the following examples. Examples of obtaining. Example 1-1.

CF2 = CF-CH2-CH2-0-CO-OC2H5 (1-1) They are added to the solution of 6.3 g (50 mmol) of 3, 4, 4-trifluorbut-3-enol in 50 ml of methylene chloride, dropwise, 5.4 g (50 mmol) of ethyl chloroformate and then, under ice-cooling, 5.4 g (53 mmol) ) of triethylamine. They are allowed to warm up to 20 ° C and continue stirring overnight. After dilution with water, the product is extracted with methylene chloride and concentrated by evaporation in a vacuum. The residue is distilled at 30 mm, whereby ethyl- (3,4,4-trifluorobut-3-enyl) is released at 80 ° C. Yield 2.9 g (30% of theory). Example 1-2 They are added to a solution of 2.8 g (20 mmol) of 3, 4, 4-trifluorobut-3-enol in 20 ml of methylene chloride, 3.5 g (22.5 mmol) of 2,6-difluorophenylisocyanate. After stirring overnight at 40 ° C, it is washed with water, the organic phase is separated and dried over magnesium sulfate. The solvent is removed in vacuo and the residue is stirred with cyclohexane. Yield 5.4 g (96% theory). Melting point 56-60 ° C.

Example 1-3 To a solution of 5.0 g (32 mmol) of N, N-hexamethyleneamide of hydroxyacetic acid and 3.1 g (30 mmol) of triethylamine in 50 ml of dichloromethane are added, dropwise, under stirring, at 10 °. C, 5.65 g (30 mmol) of 3,4,4-trifluorobut-3-enyl chloroformate. After stirring overnight it is diluted with dichloromethane and the solution is washed with water. The organic phase is separated, concentrated by evaporation in vacuo and the oily residue is chromatographed on silica gel in the chloroform- / ethyl acetate (4: 1) system. 4.2 g (yield 45.6% of theory) of the desired carbonic acid ester are obtained in the form of oil with log p = 2.47. Correspondingly, and according to the general indications for the preparation, the following compounds of the formula (I) are prepared: Table 1 * log p = Logarithm of the distribution coefficient p of the substance between the solvents octanol and water, determined experimentally by HPLC in inverted phase.

Example 1-38 S II CF, = CF-CH, -CH, -S-C-NH-CH2-COOCH3 To 10.1 g (0.1 mol) of triethylamine and 6 g (0.048 mol) of glycine methyl ester hydrochloride in 50 m of tetrahydrofuran (THF) are added dropwise at room temperature to 3 ml ( 0.05 moles) of CS2. Approximately after 25 minutes of stirring at room temperature, 9.45 g (0.05 mol) of 4-bromo-1,1,1-trifluorobut-1-ene are slowly added and stirred overnight at room temperature. ambient. The solvent is removed in vacuo and the residue is taken up in ether. It is washed four times with water, dried over magnesium sulfate and the ether is removed in vacuo. The residue is chromatographed (silica gel, HPLC with 14% ethyl acetate / hexane). 7.8 g of crude product are obtained. 4.3 g of them are stored in the refrigerator, until crystals are formed. After rapid filtration and vacuum drying, 2.5 g of the above-described compound are obtained as a colorless solid product with a melting point of 37-39 ° C.

Elementary analysis Calculated Element Found c 35, 16 35.26 H 3, 69 3.70 N 5, 13 5.10 S 23, 46 23.40. Example I- -39 CF2 = CF-CH2-CH2-S-C-0-C2H5 To 5 g (0.03 mole) of potassium ethylglytate in 35 ml of dimethylformamide (DMF), under cooling with ice, 6.24 g (0.033 mole) of 4-bromo-1, 2- trifluorobutyl are added. -l-ene and stir overnight at room temperature. Pour over 300 ml of water and extract with ether. The ether phase is washed four times with water, dried over magnesium and concentrated by evaporation in a vacuum. 5.52 g of the above-described compound are obtained in the form of a light yellow liquid. Elemental Analysis: Calculated Element Found C 36.51 36.63 H 3.94 3.97 S 27.85 27.74.

Example 1-40 S II CF2 = CF-CH2-CH2-S-C-NH-CH2-COOC (CK,) 3 The compound is prepared in a manner analogous to that of Example 1-38, using, in place of the glycine ethyl ester hydrochloride, an equivalent amount of tere ester hydrochloride. -butyl glycine. The crude product, obtained after work-up, is recrystallized twice from 20% ethyl acetate / hexane. 2.35 g of the above-described compound are obtained in the form of a colorless solid product with a melting point of 70-72 ° C. Elemental Analysis: Calculated Element Found c 41.89 42.04 H 5.11 5.05 N 4.44 4.43 S 20.33 20.27 Example I - 41 CF = CF-CH, -CH, -S-C-0-CH2-P (= 0) (OC2H5) 2"'2 Step A. 41.43 g (0.3 mole) of diethylphosphite, 9 g (0.3 mole) of paraformaldehyde and 3.04 g (0.03 mole) of triethylamine at 60 to 70 ° C are heated. An exothermic reaction occurs, whereby the temperature increases to 120 to 125 ° C and the solution becomes clear. Stir for 10 minutes at 120 ° C, cool, add a little methylene chloride and concentrate by evaporation in vacuo. The residue is dried under vacuum. 49.6 g of the compound of the formula H0-CH2-P (= 0) (0C2H5) 2 are obtained in the form of a clear liquid. Step B. Under ice cooling, 3.89 g (0.059 mole) of 85% KOH are added slowly to 10 g (0.059 mole) of the compound obtained in step A in 20 ml of CS. Stir for 2 hours at room temperature, add 150 ml of ether and stir for another two hours. The precipitate is filtered off, washed with ether and dried in vacuo. 13.69 g of the compound of the formula are obtained K * "S-C-0-CH2-P (= 0) (OCH, S) '2 in the form of yellow solid product. Step C. In portions, add 4 g (0.022 mole) of 4-bromo-1,2,1-trifluorobut-1-ene in 30 ml of DMF, at room temperature, 5 g (0.0177 moles). of the compound obtained in step B. It is stirred overnight at room temperature, the reaction mixture is poured into 300 ml of water and extracted with ether. The ether phase is washed four times with water, dried over magnesium sulfate and concentrated by evaporation. 4.76 g of the final product indicated above are obtained as a light yellow liquid. Elemental Analysis: Calculated Element Found C 34.09 34.18 H 4.58 4.58 S 18.20 18.14 Example 1-42 CF2 = CF-CH2-CH2-S-C-0-CH2-P (= 0) (OH) 2 .3 ml (0.078 mole) of trimethylsilyl bromide in 10 ml of acetonitrile are added dropwise under ice cooling to 2.3 g (0.0065 mole) of the compound according to example 1-41 in 15 ml. of acetonitrile. It is stirred overnight at room temperature and the solvent is removed in vacuo. The residue is stirred for 4 hours at room temperature with an excess of methanol. The methanol is then removed in vacuo and the product is dried in vacuo. 1.96 g of the above-described compound are obtained as a colorless solid product of melting point: 73-75 ° C. Elemental analysis: Element calculated Found C 24.33 24.38 H 2.72 2.70 S 21.65 21.75. Example 1-43 CF2 = CF-CH2-CH2-S-C-N (CH3) -CH2-COOC (CH3) 3 This compound is prepared in a manner analogous to that of Example 1-38, the glycine methyl ester hydrochloride being substituted with an equivalent amount of tere ester hydrochloride. -butyl of N-methylglycine. Colorless solid product with a melting point: 35-37 ° C. Elemental Analysis: Calculated Element Found c 3.76 43.33 H 5.51 5.52 N 4.25 4.23 S 19.47 19.40.

Example 1-44 CF2 = CF-CH2-CH2-S-C-N (CH (CH3) 2) 2 Example 1-45 CF2 = CF-CH2-CH2-S-C-N (C2H5) 2 Example 1-46 CF2 = CF-CH2-CH2-S-C-NH-CH2-CH2-CN The compounds according to Examples 1-44, 1-45 and I-46 are prepared in a manner analogous to that of Example 1-38, from the corresponding starting materials. Obtaining the starting products. Example v-1 Vi) Under ice-cooling and stirring, 28 g (0.28 mol) of phosgene are introduced into 30 g (0.24 mol) of 3,4,4-trifluorobut-3-enol and stirring is then continued for 5 hours at 20 ° C. After dragging the excess phosgene by blowing nitrogen, the oily residue is distilled. 21.2 g of colorless chloride with a boiling point of 72-74 ° C / 100 mm are obtained (yield 46.8% of the theory). Application examples Example A Boundary concentration test / nematodes Test nematodes: Meloidogyne incognite Solvent: 3 parts by weight of acetone Emulsifier: 1 Part by weight of alkylaryl polyglycol ether To obtain a convenient active product preparation, 1 part by weight of the active product with the indicated amounts of solvent, the indicated amount of emulsifier is added and the concentrate is diluted with water to the desired concentration. The active product preparation is intimately mixed with soil, which is heavily infected with the test nematodes. In this case, the concentration of the active product in the preparation practically plays no role, being fundamentally only the quantity of active product per unit volume of earth, which is indicated in ppm (= mg / l). The treated soil is loaded in pots, lettuce is sown and the sherds are kept at a greenhouse temperature of 25 ° C. After three weeks the roots of lettuce are examined with respect to the attack by the nematodes (callus in the roots) and the degree of activity in% is determined. The degree of activity is 100% when the attack has been completely avoided, it is 0% when the attack is exactly as high as in the control plants on untreated land but contaminated in the same way. In this test, for example, the compounds according to the following preparation examples 1-4 and 1-5 had an activity level of 100% at an exemplary concentration of 20 ppm. Example B Test with Phaedon larvae. Solvent: 7 parts by weight of dimethylformamide. Emulsifier: 1 Part by weight of alkylaryl polyglycol ether. To obtain a suitable preparation of active compound, 1 part by weight of active compound is mixed with the indicated amount of solvent and with the indicated amount of emulsifier and the concentrate is diluted with water to the desired concentration. Cabbage leaves (Brassica oleracea) are treated by being dipped into the preparation of active compound of the desired concentration and covered with larvae of the green horseradish beetle (Phaedon cochleariae), while the leaves are still moist. At the end of the desired time, the destruction is determined in%. In this case 100% means that all beetle larvae were destroyed; 0% means that no beetle larvae were destroyed. In this test, it caused, for example, the compound according to the preparation example 1-6, at an exemplary concentration of active product of 0.1%, a destruction of 100% after 7 days. Example C Test with Plutella. Solvent: 7 parts by weight of dimethylformamide. Emulsifier: l Part by weight of alkylaryl polyglycol ether. To obtain a suitable preparation of active compound, 1 part by weight of the active compound is mixed with the indicated amount of solvent and with the indicated amount of emulsifier and the concentrate is diluted with water to the desired concentration. Cabbage leaves (Brassica olearacea) are treated by immersion in the preparation of active compound of the desired concentration and are covered with caterpillars of the cabbage moth (Plutella maculipennis) as long as the leaves are still moist. After the desired time the destruction is determined in%. In this case 100% means that all caterpillars were destroyed; 0% means that no caterpillar was destroyed. In this test, for example, the compounds according to Preparation Examples 1-2, 1-4, 1-5, 1-6, 1-7 and 1-8 were produced at an exemplary concentration of 0.1%, 100% destruction after 7 days. Example D Assay with Spodoptera. Solvent: 7 parts by weight of dimethylformamide. Emulsifier: 1 Part by weight of alkylaryl polyglycol ether. To obtain a suitable active product preparation, 1 part by weight of the active compound is mixed with the indicated amount of the solvent and with the indicated amount of the emulsifier and the concentrate is diluted with water to the desired concentration. Cabbage leaves (Brassica olerácea) are treated by immersion in the preparation of active compound of the desired concentration and covered with caterpillars of the nocturnal moth (Spodoptera frugiperda), as long as the leaves are still moist. After the desired time the destruction is determined in%. In this case 100% means that all caterpillars were destroyed; 0% means that no caterpillar was destroyed. In this test, for example, the compounds according to Preparation Examples 1-5 and 1-7 were produced at an exemplary concentration of 0.1%, 100% destruction after 7 days. Example E Test with Nephotettix. Solvent: 7 parts by weight of dimethylformamide.

Emulsifier: l Part by weight of alkylaryl polyglycol ether. To obtain a suitable preparation of active compound, 1 part by weight of active compound is mixed with the indicated amount of solvent and with the indicated amount of emulsifier and the concentrate is diluted with water to the desired concentration. Rice seedlings (Oryza sativa) are treated by immersion in the preparation of active compound of the desired concentration and are covered with larvae of green rice cicadas (Nephotettix cincticeps), as long as the seedlings are still moist. After the desired time the destruction is determined in%. In this case 100% means that all the cicadas were destroyed; 0% means that no cicada was destroyed. In this test, for example, the compounds according to Preparation Examples 1-2, 1-4, 1-5, 1-6, 1-7 and 1-8 were produced at an exemplary concentration of the active compound of 0.1. %, 100% destruction after 6 days. EXAMPLE F Test with resistant Boophilus microplus / resistant Parkhurst SP line. Test animals: Adult females. Solvent: 35 Parts by weight of ethylene glycol monomethyl ether. Emulsifier: 35 parts by weight of nonylphenol polyglycol ether. To obtain a suitable formulation, 3 parts by weight of the active compound are mixed with seven parts by weight of the solvent-emulsifier mixture mentioned above and the emulsion concentrate thus obtained is diluted with water to the desired concentration. 10 Boophilus microplus res. adults in the preparation of active product to be tested for 1 minute. Once the transfer to plastic cups and maintenance in an air-conditioned room is verified, the degree of destruction is determined. In this case 100% means that all the ticks were destroyed; 0% means that no ticks were destroyed. In this test, for example, the compounds according to Preparation Examples 1-5, 1-6 and 1-7 were produced, at an exemplary concentration of the active compound of 1,000 ppm, a destruction of 100%. Example G Test with Blowfly larvae / effect of inhibiting the development. Test animal: Lucilia cuprina larvae Solvent: 35 parts by weight of ethylene glycol monomethyl ether Emulsifier: 35 parts by weight of nonylphenol polyglycol ether To obtain a convenient preparation of active compound, 3 parts by weight of active compound are mixed with seven parts by weight of the abovementioned solvent-emulsifier mixture and the concentrate thus obtained is diluted with water to the desired concentration. Approximately 20 Lucilia cuprina larvae are placed in a test tube, containing approximately 1 cm3 of horse meat and 0.5 ml of preparation of active product to be tested. After 24 and 48 hours the activity of the preparation of active product is determined. The test tubes are transferred to vessels with the bottoms covered in sand. After another 2 days, the test tubes are removed and the pupae are counted. The effect of the preparation of active product is evaluated according to the number of flies hatched after 1.5 times the development time and the untreated controls. In this case 100% means that no fly hatched; 0% means that all flies hatched normally. In this test, for example, the compounds according to the preparation examples 1-1, 1-4 and 1-8 were produced at an exemplary concentration of the active product of 1,000 ppm, a destruction of 100%. Example H Test with nematodes (tomato and beans) The test is carried out as described in US Pat. No. 5,389,680. This description is expressly an integral part of the present application. In this test (method 2) the compound according to example 1-39 shows, at a concentration of 1 mg / pot, an activity of 91 to 100%, at a concentration of 0.2 mg / pot, an activity of 75 to 90% and, at a concentration of 0.04 mg / pot, an activity less than 50%. It is noted that in relation to this date, the best method known to the applicant to carry out the aforementioned invention, is that which is clear from the present description of the invention. Having described the invention as above, the content of the following is claimed as property:

Claims (11)

1.- Compounds of the formula (I), characterized in that R1 means hydrogen or halogen, and R2 means one of groups (a) or (b) Y Y -O-C ll-Z-R 33 (a) 0 -S-C ll-S-R3 (,,) wherein Y means oxygen or sulfur, Z means oxygen, sulfur or NR4, R3 signifies hydrogen or means, respectively substituted, alkyl, alkenyl, cycloalkyl, aryl, aralkyl, alkoxycarbonyl, aryloxycarbonyl, arylsulfonyl or hetaryl and R4 means hydrogen or means, respectively substituted, alkyl, alkylthio, alkenyl, cycloalkyl, aryl, aralkyl or hetaryl or R and R4, together with the nitrogen atom, to which they are bonded, form a ring, optionally substituted which, if appropriate, contains oxygen, sulfur or nitrogen (which is optionally substituted by alkyl, aryl or aralkyl), or means group (c) -S-C-V-R3 (c) where V means oxygen or NR6 and R5 and R6, independently of each other, means hydrogen, an aliphatic group with up to 12 carbon atoms, an aromatic or heterocyclic group, respectively substituted, if appropriate, by at least one substituent of the group consisting of alkyl , cyano, trimethylsilyl, hydroxy, alkoxy, halogen, nitro, amino, alkylamino, dialkylamino, SH, alkylthio, phenyl, or the remainder of a carboxylic, sulfonic, phosphonic or phosphinic acid or an ester, thioester or an acid amide cited, the amide being optionally substituted once or twice by alkyl, or R5 and R6 together with the nitrogen atom, to which they are attached, mean an amino acid or a heterocyclic group, optionally containing oxygen. , sulfur or nitrogen, respectively substituted at least once by alkyl, cyano, trimethylsilyl, hydroxy, alkoxy, halogen, nitro, amino, alkylamino, dialkylamino, SH, alkylthio, feni or the rest of a carboxylic acid, sulphonic acid, phosphonic acid or phosphinic acid or an ester, thioester or an amide of the acids mentioned, the amide being optionally substituted once or twice by alkyl, or R5, in the where R6 means hydrogen, it means one of the radicals OR7, COR7, NR7R8, S02R9 or P (= O) R10R1: L where R7 and R8 independently of each other, mean hydrogen, alkyl or aryl, R9 means hydrogen, alkyl, haloalkyl or aryl and R 10 and R 11, independently of one another, mean hydrogen, alkyl, aryl, alkoxy, aryloxy, alkylthio, arylthio, amino, alkylamino, dialkylamino or arylamino, as well as their salts.

2.- Compounds of the formula (la) Y CF2 = CR1-CH2-CH2- ?? 3 O-C-Z-R (la) characterized in that R1, R3, Y and z have the meaning indicated in claim 1.

3.- Compounds of the formula (Ib) Y CF2 = CR-CH2-CH2-S-C-S-R3 (Ib) characterized in that R1, R3 and Y have the meaning indicated in claim 1.

4.- Compounds of the formula (le) characterized in that R1, R5 and V have the meaning indicated in claim 1.

5.- Process for obtaining the compounds of the formula (Ia) or (Ib) according to claim 2, characterized in that A) are made reacting fluoroutene of the formula (II) wherein R1 has the meaning indicated above,) with compounds of the formula (III), Y (m) Cl-C-Z-RJ wherein Y, Z and R3 have the meanings indicated above, in the presence of a diluent and, if appropriate, in the presence of a base, or ß) with an iso (thio) cyanate of the formula (IV) YCN-R3 (IV) wherein Y and R3 have the meanings indicated above, in the presence of a diluent and, if appropriate, in the presence of a catalyst, or B) fluoroubutethols of the formula (lia) are reacted wherein R1 has the meaning indicated above, with a compound of the formula (Illa) Y (nía) Cl-C-S-R3 wherein Y and R3 have the meanings stated above, in the presence of a diluent and, if appropriate, in the presence of a base, or C) compounds of the formula (V) are reacted Y wherein R1 and Y have the meanings indicated above, with a compound of the formula (VI) H-Z-R3 (VI) in which Z and R3 have the meanings indicated above, in the presence of a diluent and, if appropriate, in the presence of a base, or D) compounds of the formula (VII) are reacted wherein R1 and Y have the meanings indicated above, with a compound of the formula (VIII) H-S-R3 (VIII) wherein R3 has the meaning indicated above, in the presence of a diluent and, if appropriate, in the presence of a base.

6.- Compounds of the formula (V) characterized in that R1 and Y have the meanings indicated in claim 1.

7.- Compounds of the formula (VII) characterized in that Rl and Y have the meanings indicated in claim 1.

8. Pesticidal agents characterized in that they have a content of at least one compound of the formula (I) according to claim 1.

9. Use of the compounds of the formula (I) according to claim 1, for the fight against animal pests.

10. Procedure for the fight against animal pests, characterized in that compounds of the formula (I) according to claim 1 are applied to pests and / or their environment.

11.- Procedure for obtaining agents for the fight against animal pests, characterized in that compounds of the formula (I) according to claim 1 are mixed with extenders and / or surfactants.