Patent Publication Number: US-2010113464-A1

Title: Novel pyridazine derivatives

Description:
The present invention relates to novel pyridazine derivatives as active ingredients which have microbiocidal activity, in particular fungicidal activity. The invention also relates to preparation of these active ingredients, to novel heterocyclic derivatives used as intermediates in the preparation of these active ingredients, to preparation of these novel intermediates, to agrochemical compositions which comprise at least one of the novel active ingredients, to preparation of these compositions and to use of the active ingredients or compositions in agriculture or horticulture for controlling or preventing infestation of plants, harvested food crops or non-living materials by phytopathogenic microorganisms, preferably fungi. 
     The present invention provides a compound of formula I: 
     
       
         
         
             
             
         
       
     
     wherein
     R 1  is hydrogen, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl or C 3 -C 6 cycloalkyl;   R 2  is an optionally substituted heteroaryl;   R 3  is an optionally substituted aryl; and   R 4  is hydrogen, halogen, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, hydroxy or cyano;   or an agrochemically usable salt form thereof.   

     In the above definition aryl includes aromatic hydrocarbon rings like phenyl, naphthyl, anthracenyl, phenanthrenyl and biphenyl, with phenyl being preferred. 
     Heteroaryl stands for aromatic ring systems comprising mono-, bi- or tricyclic systems wherein at least one oxygen, nitrogen or sulfur atom is present as a ring member. Examples are furyl, thienyl, pyrrolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiadiazolyl, triazolyl, tetrazolyl, pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl, triazinyl, tetrazinyl, indolyl, benzothiophenyl, benzofuranyl, benzimidazolyl, indazolyl, benzotriazolyl, benzothiazolyl, benzoxazolyl, quinolinyl, quinolyl, isoquinolinyl, isoquinolyl, phthalazinyl, quinoxalinyl, quinazolinyl, cinnolinyl and naphthyridinyl. Each heteroaryl can be linked by a carbon atom or by a nitrogen atom to the pyridazine. 
     The above aryl and heteroaryl groups may be optionally substituted. This means that they may carry one or more identical or different substituents. Normally not more than three substituents are present at the same time. Examples of substituents of aryl or heteroaryl groups are: halogen, alkyl, haloalkyl, cycloalkyl, cycloalkylalkyl, alkenyl, haloalkenyl, cycloalkenyl, alkynyl, haloalkynyl, alkyloxy, haloalkyloxy, cycloalkoxy, alkenyloxy, haloalkenyloxy, alkynyloxy, haloalkenyloxy, alkylthio, haloalkylthio, cycloalkylthio, alkenylthio, alkynylthio, alkylcarbonyl, haloalkylcarbonyl, cycloalkylcarbonyl, alkenylcarbonyl, alkynylcarbonyl, alkoxyalkyl, cyano, nitro, hydroxy, mercapto, amino, alkylamino, dialkylamino. Typical examples for optionally substituted aryl include 2-fluorophenyl, 2-chlorophenyl, 2-trifluoromethylphenyl, 2-methylphenyl, 2,3-difluorophenyl, 2,4-difluorophenyl, 2,5-difluorophenyl, 2,6-difluorophenyl, 2,3-dichiorophenyl, 2,4-dichlorophenyl, 2,5-dichlorophenyl, 2,6-dichiorophenyl, 2-chloro-3-fluorophenyl, 2-chloro-4-fluorophenyl, 2-chloro-5-fluorophenyl, 2-chloro-6-fluorophenyl, 3-chloro-2-fluorophenyl, 4-chloro-2-fluorophenyl, 5-chloro-2-fluorophenyl, 2-fluoro-3-trifluoromethylphenyl, 2-fluoro-4-trifluoromethylphenyl, 2-fluoro-5-trifluoromethylphenyl, 2-fluoro-6-trifluoromethylphenyl, 2-chloro-3-trifluoromethylphenyl, 2-chloro-4-trifluoromethylphenyl, 2-chloro-5-trifluoromethylphenyl, 2-chloro-6-trifluoromethylphenyl, 4-fluoro-2-trifluoromethylphenyl, 4-chloro-2-trifluoromethylphenyl, 2-fluoro-3-methylphenyl, 2-fluoro-4-methylphenyl, 2-fluoro-5-methylphenyl, 2-fluoro-6-methylphenyl, 2-chloro-3-methylphenyl, 2-chloro-4-methylphenyl, 2-chloro-5-methylphenyl, 2-chloro-6-methylphenyl, 4-fluoro-2-methylphenyl, 4-chloro-2-methylphenyl, 2,4,6-trifluorophenyl, 2,3,6-trifluorophenyl, 2,3,4-trifluorophenyl, 2,4,6-trichlorophenyl, 2,3,6-trichlorophenyl, 2,3,4-trichlorophenyl, 2,6-difluoro-4-methoxyphenyl, 2,6-difluoro-4-trifluoromethoxyphenyl, 2,6-difluoro-4-trifluoromethylphenyl, 2,6-difluoro-4-cyanophenyl, 2,6-difluoro-4-methylphenyl, 2,6-dichloro-4-methoxyphenyl, 2,6-dichloro-4-trifluoromethoxyphenyl, 2,6-dichloro-4-trifluoromethylphenyl, 2,6-dichloro-4-cyanophenyl, 2,6-dichloro-4-methylphenyl, pentafluorophenyl. Typical examples for optionally substituted heteroaryl include 5-chlorothiophen-2-yl, 4-bromo-5-methylthiophen-2-yl, 4-bromothiophen-2-yl, 5-bromothiophen-2-yl, 5-methylthiophen-2-yl, 5-bromofuran-2-yl, 4,5-dimethylfuran-2-yl, 5-methylfuran-2-yl, 5-chlorofuran-2-yl, 3-methylisothiazol-4-yl, 5-methylisoxazol-3-yl, 6chloropyridin-2-yl, 6-methylpyridin-2-yl, 6-chloropyridin-3-yl, 6-bromopyridin-3-yl, 5-bromopyridin-3-yl, 6-methylpyridin-3-yl, 6-methoxypyridin-3-yl, 5,6-dichloropyridin-3-yl, 2-chloropyridin-4-yl, 2-methylpyridin-4-yl, 2,6-dichloropyridin-4-yl, 2-methylpyrimidin-4-yl. 
     In the above definition halogen is fluorine, chlorine, bromine or iodine. 
     The alkyl, alkenyl or alkynyl radicals may be straight-chained or branched. 
     Alkyl on its own or as part of another substituent is, depending upon the number of carbon atoms mentioned, for example, methyl, ethyl, propyl, butyl, pentyl, hexyl and the isomers thereof, for example, isopropyl, isobutyl, sec-butyl, tert-butyl, isopentyl or tert-pentyl. 
     A haloalkyl group may contain one or more identical or different halogen atoms and, for example, may stand for CH 2 Cl, CHCl 2 , CCl 3 , CH 2 F, CHF 2 , CF 3 , CF 3 CH 2 , CH 3 CF 2 or CCl 3 CCl 2 . 
     Cycloalkyl on its own or as part of another substituent is, depending upon the number of carbon atoms mentioned, for example, cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl. 
     Alkenyl on its own or as part of another substituent is, depending upon the number of carbon atoms mentioned, for example, ethenyl, allyl, 1-propenyl, buten-2-yl, buten-3-yl, penten-1-yl, penten-3-yl, hexen-1-yl or 4-methyl-3-pentenyl. 
     Alkynyl on its own or as part of another substituent is, depending upon the number of carbon atoms mentioned, for example, ethynyl, propyn-1-yl, propyn-2-yl, butyn-1-yl, butyn-2-yl, 1-methyl-2-butynyl, hexyn-1-yl or 1-ethyl-2-butynyl. 
     The presence of one or more possible asymmetric carbon atoms in a compound of formula I means that the compounds may occur in optically isomeric, that means enantiomeric or diastereomeric forms. As a result of the presence of a possible aliphatic C═C double bond, geometric isomerism, that means cis-trans or (E)-(Z) isomerism may also occur. Also atropisomers may occur as a result of restricted rotation about a single bond. Formula I is intended to include all those possible isomeric forms and mixtures thereof. The present invention intends to include all those possible isomeric forms and mixtures thereof for a compound of formula I. 
     In a first embodiment, R 1  is C 1 -C 6 alkyl, C 1 -C 6 haloalkyl or C 3 -C 6 cycloalkyl. 
     In a second embodiment, R 2  is an optionally substituted furyl, thienyl, pyrrolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiadiazolyl, triazolyl, tetrazolyl, pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl, triazinyl, tetrazinyl, indolyl, benzothiophenyl, benzofuranyl, benzimidazolyl, indazolyl, benzotriazolyl, benzothiazolyl, benzoxazolyl, quinolinyl, quinolyl, isoquinolinyl, isoquinolyl, phthalazinyl, quinoxalinyl, quinazolinyl, cinnolinyl or naphthyridinyl. 
     In a third embodiment, R 3  is an optionally substituted R 3  is an optionally substituted phenyl, naphthyl, anthracenyl, phenanthrenyl, or biphenyl. 
     In a fourth embodiment, R 4  halogen, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, hydroxy or cyano. 
     Preferred subgroups of compounds of formula I according to the invention are those wherein R 1  is C 1 -C 6 alkyl or C 1 -C 6 haloalkyl;
     R 2  is an optionally substituted furyl, thienyl imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, isoxazolyl, thiadiazolyl, pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl, benzothiophenyl, benzofuranyl, benzothiazolyl, quinolyl or quinoxalinyl;   R 3  is an optionally substituted phenyl, naphthyl or biphenyl; and   R 4  is halogen, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy or hydroxy.   

     More preferred subgroups of compounds of formula I according to the invention are those wherein
     R 1  is C 1 -C 6 alkyl;   R 2  is an optionally substituted furyl, thienyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, isoxazolyl, thiadiazolyl, pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl or benzofuranyl;   R 3  is an optionally substituted phenyl or naphthyl; and   R 4  is halogen, C 1 -C 3 alkyl, C 1 -C 6 alkoxy or hydroxy.   

     Most preferred subgroups of compounds of formula I according to the invention are those wherein
     R 1  is C 1 -C 3 alkyl;   R 2  is an optionally substituted substituted furyl, thienyl, pyridyl, pyridazinyl or pyrimidinyl;   R 3  is an optionally substituted phenyl; and   R 4  is fluoro, chloro, C 1 -C 3 alkyl, C 1 -C 3 alkoxy or hydroxy.   

     Especially preferred subgroups of compounds of formula I according to the invention are those wherein
     R 1  is methyl or ethyl;   R 2  is an optionally substituted substituted furyl, thienyl, pyridyl or pyrimidinyl;   R 3  is 2,4,6-trifluorophenyl, 2-chloro-6-fluorophenyl or 2,6-dichloro-4-methoxyphenyl; and   R 4  is fluoro, chloro, methyl, methoxy or hydroxy.   

     Preferred individual compounds are:
     3-chloro-5-furan-2-yl-6-methyl-4-(2,4,6-trifluorophenyl)-pyridazine,   3-chloro-6-methyl-5-(5-bromofuran-2-yl)-4-(2,4,6-trifluorophenyl)-pyridazine,   3-chloro-6-methyl-5-thiophen-2-yl-4-(2,4,6-trifluorophenyl)-pyridazine,   3-chloro-5-(5-chlorothiophen-2-yl)-6-methyl-4-(2,4,6-trifluorophenyl)-pyridazine,   3-chloro-6-methyl-5-pyridin-2-yl-4-(2,4,6-trifluorophenyl)-pyridazine,   3-chloro-5-(6-chloropyridin-2-yl)-6-methyl-4-(2,4,6-trifluorophenyl)-pyridazine,   3-chloro-6-methyl-5-pyridin-3-yl-4-(2,4,6-trifluorophenyl)-pyridazine,   3-chloro-5-(6-chloropyridin-3-yl)-6-methyl-4-(2,4,6-trifluorophenyl)-pyridazine,   3-chloro-6-methyl-5-pyridin-4-yl-4-(2,4,6-trifluorophenyl)-pyridazine,   3-chloro-5-(2,6-dichloropyridin-4-yl)-6-methyl-4-(2,4,6-trifluorophenyl)-pyridazine,   3-chloro-6-methyl-5-pyrimidin-4-yl-4-(2,4,6-trifluorophenyl)-pyridazine,   3-chloro-6-methyl-5-(2-methylpyrimidin-4-yl)-4-(2,4,6-trifluorophenyl)-pyridazine,   3-methoxy-6-methyl-5-thiophen-2-yl-4-(2,4,6-trifluorophenyl)-pyridazine,   3-methoxy-6-methyl-5-thiophen-2-yl-4-(2,6-difluoro-4-methoxyphenyl)-pyridazine,   3-fluoro-6-methyl-5-thiophen-2-yl-4-(2,4,6-trifluorophenyl)-pyridazine, and   3,6-dimethyl-5-thiophen-2-yl-4-(2,4,6-trifluorophenyl)-pyridazine.   

     Certain pyridazine derivatives with two phenyl groups in positions 4 and 5 have been proposed for controlling plant-destructive fungi, for example in WO 2005/121104 and WO 2006/001175. However, the action of those preparations is not satisfactory in all aspects of agricultural needs. Surprisingly, with the compounds of formula I, new kinds of fungicides having a high level of biological actitivity have now been found. 
     Compounds of formula (I.1), (I.2), (I.3), (I.4) and (I.5), in which R 1 , R 2 , R 3 , R 5  and R 6  have the meanings given above, are all examples of compounds of general formula (I) and can be made as shown in the following schemes. 
     The compounds of formula I.2, wherein R 1 , R 2 , R 3  and R 5  are as defined for compound of formula I and R 5  is C 1 -C 6 alkyl or C 1 -C 6 haloalkyl, can be obtained by reaction of a compound of formula I.1, wherein R 1 , R 2  and R 3  are as defined for compound of formula I and Hal is halogen, preferably fluorine, chlorine or bromine, with an alcohol R 5 OH, wherein R 5  is C 1 -C 6 alkyl or C 1 -C 6 haloalkyl, and a base or with a sodium alkoxide NaOR 5 , wherein R 5  is C 1 -C 6 alkyl or C 1 -C 6 haloalkyl. 
     
       
         
         
             
             
         
       
     
     The compounds of formula I.3, wherein R 1 , R 2 , and R 6  are as defined for compound of formula I and R 6  is C 1 -C 6 alkyl, can be obtained by transformation of a compound of formula I.1, wherein R 1 , R 2  and R 3  are as defined for compound of formula I and Hal is halogen, preferably chlorine or bromine, with a Grignard reagent R 6 MgHal, wherein R 6  is C 1 -C 6 alkyl and Hal is halogen, preferably chlorine or bromine, in the presence of a transition metal catalyst. 
     
       
         
         
             
             
         
       
     
     The compounds of formula I.4, wherein R 1 , R 2  and R 3  are as defined for compound of formula I, can be obtained by transformation of a compound of formula I.1, wherein R 1 , R 2  and R 3  are as defined for compound of formula I and Hal is halogen, preferably chlorine or bromine, with a inorganic fluoride, e.g. potassium fluoride. 
     
       
         
         
             
             
         
       
     
     The compounds of formula I.1, wherein R 1 , R 2  and R 3  are as defined for compound of formula I and Hal is halogen, preferably chlorine or bromine, can be obtained by reaction of a compound of formula I.5, wherein R 1 , R 2  and R 3  are as defined for compound of formula I, with a phosphorus oxyhalide, e.g. phosphorus oxychloride or phosphorus oxybromide, or thionyl halide, e.g. thionyl chloride or thionyl bromide. 
     
       
         
         
             
             
         
       
     
     The compounds of formula I.5, wherein R 1 , R 2  and R 3  are as defined for compound of formula I, can be obtained by reaction of a compound of formula II, wherein R 1 , R 2  and R 3  are as defined for compound of formula I, with a hydrazine derivative, e.g. hydrazine hydrate. 
     
       
         
         
             
             
         
       
     
     The compounds of formula II, wherein R 1 , R 2  and R 3  are as defined for compound of formula I, can be obtained by oxidation of a compound of formula III, wherein R 1 , R 2  and R 3  are as defined for compound of formula I, with oxygen, air or 3-chloroperbenzoic acid. 
     
       
         
         
             
             
         
       
     
     The compounds of formula III, wherein R 1 , R 2  and R 3  are as defined for compound of formula I, can be obtained by reaction of a compound of formula IV, wherein R 1 , R 2  and R 3  are as defined for compound of formula I, with a base, e.g. pyridine, triethylamine, diisopropylethylamine, 1,5-diazabicyclo[4.3.0]non-5-ene or 1,8-diazabicyclo[5.4.0]undec-7-ene. 
     
       
         
         
             
             
         
       
     
     The compounds of formula IV, wherein R 1 , R 2  and R 3  are as defined for compound of formula I, can be obtained by reaction of a compound of formula V, wherein R 1  and R 2  are as defined for compound of formula I and Hal is halogen, preferably chlorine or bromine, with a compound of formula VI, wherein R 3  is as defined for compound of formula I, and a base, e.g. pyridine, triethylamine, diisopropylethylamine, 1,5-diazabicyclo[4.3.0]non-5-ene or 1,8-diazabicyclo[5.4.0]undec-7-ene. 
     
       
         
         
             
             
         
       
     
     Surprisingly, it has now been found that the novel compounds of formula I have, for practical purposes, a very advantageous spectrum of activities for protecting plants against diseases that are caused by fungi as well as by bacteria and viruses. 
     The compounds of formula I can be used in the agricultural sector and related fields of use as active ingredients for controlling plant pests or on non-living materials for control of spoilage microorganisms or organisms potentially harmfull to man. The novel compounds are distinguished by excellent activity at low rates of application, by being well tolerated by plants and by being environmentally safe. They have very useful curative, preventive and systemic properties and are used for protecting numerous cultivated plants. The compounds of formula I can be used to inhibit or destroy the pests that occur on plants or parts of plants (fruit, blossoms, leaves, stems, tubers, roots) of different crops of useful plants, while at the same time protecting also those parts of the plants that grow later e.g. from phytopathogenic microorganisms. 
     It is also possible to use compounds of formula I as dressing agents for the treatment of plant propagation material, e.g., seed, such as fruits, tubers or grains, or plant cuttings (for example rice), for the protection against fungal infections as well as against phytopathogenic fungi occurring in the soil. The propagation material can be treated with a composition comprising a compound of formula I before planting: seed, for example, can be dressed before being sown. The active ingredients according to the invention can also be applied to grains (coating), either by impregnating the seeds in a liquid formulation or by coating them with a solid formulation. The composition can also be applied to the planting site when the propagation material is being planted, for example, to the seed furrow during sowing. The invention relates also to such methods of treating plant propagation material and to the plant propagation material so treated. 
     Furthermore the compounds according to present invention can be used for controlling fungi in related areas, for example in the protection of technical materials, including wood and wood related technical products, in food storage, in hygiene management. 
     In addition, the invention could be used to protect non-living materials from fungal attack, e.g. lumber, wall boards and paint. 
     The compounds of formula I are, for example, effective against the phytopathogenic fungi of the following classes: Fungi imperfecti (e.g.  Botrytis  spp.,  Alternaria  spp.) and Basidiomycetes (e.g.  Rhizoctonia  spp.,  Hemileia  spp.,  Puccinia  spp.,  Phakopsora  spp.,  Ustilago  spp.,  Tilletia  spp.). Additionally, they are also effective against Ascomycetes (e.g.  Venturia  spp.,  Blumeria  spp.,  Podosphaera leucotricha, Monilinia  spp.,  Fusarium  spp.,  Uncinula  spp.,  Mycosphaerella  spp.,  Pyrenophora  spp.,  Rhynchosporium secalis, Magnaporthe  spp.,  Colletotrichum  spp.,  Gaeumannomyces graminis, Tapesia  spp.,  Ramularia  spp.,  Microdochium nivale, Sclerotinia  spp.) and Oomycetes (e.g.  Phytophthora  spp.,  Pythium  spp.,  Plasmopara  spp.,  Pseudoperonospora cubensis ). Outstanding activity has been observed against powdery mildews (e.g.  Uncinula necator ), rusts (e.g.  Puccinia  spp.) and leaf spots (e.g.  Septoria tritici ). Furthermore, the novel compounds of formula I are effective against phytopathogenic bacteria and viruses (e.g. against  Xanthomonas  spp,  Pseudomonas  spp,  Erwinia amylovora  as well as against the tobacco mosaic virus). 
     Within the scope of present invention, target crops to be protected typically comprise the following species of plants: cereal (wheat, barley, rye, oat, rice, maize, sorghum and related species); beet (sugar beet and fodder beet); pomes, drupes and soft fruit (apples, pears, plums, peaches, almonds, cherries, strawberries, raspberries and blackberries); leguminous plants (beans, lentils, peas, soybeans); oil plants (rape, mustard, poppy, olives, sunflowers, coconut, castor oil plants, cocoa beans, groundnuts); cucumber plants (pumpkins, cucumbers, melons); fibre plants (cotton, flax, hemp, jute); citrus fruit (oranges, lemons, grapefruit, mandarins); vegetables (spinach, lettuce, asparagus, cabbages, carrots, onions, tomatoes, potatoes, paprika); lauraceae (avocado, cinnamomum, camphor) or plants such as tobacco, nuts, coffee, eggplants, sugar cane, tea, pepper, vines, hops, bananas and natural rubber plants, as well as turf and ornamentals. 
     The target crops in accordance with the invention include conventional as well as genetically enhanced or engineered varieties such as, for example, insect resistant (e.g. Bt. and VIP varieties) as well as disease resistant, herbicide tolerant (e.g. glyphosate- and glufosinate-resistant maize varieties commercially available under the trade names RoundupReady® and LibertyLink®) and nematode tolerant varieties. By way of example, suitable genetically enhanced or engineered crop varieties include the Stoneville 5599BR cotton and Stoneville 4892BR cotton varieties. 
     The compounds of formula I are used in unmodified form or, preferably, together with the adjuvants conventionally employed in the art of formulation. To this end they are conveniently formulated in known manner to emulsifiable concentrates, coatable pastes, directly sprayable or dilutable solutions or suspensions, dilute emulsions, wettable powders, soluble powders, dusts, granulates, and also encapsulations e.g. in polymeric substances. As with the type of the compositions, the methods of application, such as spraying, atomising, dusting, scattering, coating or pouring, are chosen in accordance with the intended objectives and the prevailing circumstances. The compositions may also contain further adjuvants such as stabilizers, antifoams, viscosity regulators, binders or tackifiers as well as fertilizers, micronutrient donors or other formulations for obtaining special effects. 
     Suitable carriers and adjuvants can be solid or liquid and are substances useful in formulation technology, e.g. natural or regenerated mineral substances, solvents, dispersants, wetting agents, tackifiers, thickeners, binders or fertilizers. Such carriers are for example described in WO 97/33890. 
     The compounds of formula I are normally used in the form of compositions and can be applied to the crop area or plant to be treated, simultaneously or in succession with further compounds. These further compounds can be e.g. fertilizers or micronutrient donors or other preparations, which influence the growth of plants. They can also be selective herbicides as well as insecticides, fungicides, bactericides, nematicides, molluscicides or mixtures of several of these preparations, if desired together with further carriers, surfactants or application promoting adjuvants customarily employed in the art of formulation. 
     The compounds of formula I are normally used in the form of fungicidal compositions for controlling or protecting against phytopathogenic microorganisms, comprising as active ingredient at least one compound of formula I, in free form or in agrochemically usable salt form, and at least one of the above-mentioned adjuvants. 
     The compounds of formula I can be mixed with other fungicides, resulting in some cases in unexpected synergistic activities. Mixing components which are particularly preferred are: 
     Azoles, such as azaconazole, BAY 14120, bitertanol, bromuconazole, cyproconazole, difenoconazole, diniconazole, epoxiconazole, fenbuconazole, fluquinconazole, flusilazole, flutriafol, hexaconazole, imazalil, imibenconazole, ipconazole, metconazole, myclobutanil, pefurazoate, penconazole, prothioconazole, pyrifenox, prochloraz, propiconazole, simeconazole, tebuconazole, tetraconazole, triadimefon, triadimenol, triflumizole, triticonazole; 
     Pyrimidinyl carbinoles, such as ancymidol, fenarimol, nuarimol; 
     2-amino-pyrimidines, such as bupirimate, dimethirimol, ethirimol; 
     Morpholines, such as dodemorph, fenpropidine, fenpropimorph, spiroxamine, tridemorph; 
     Anilinopyrimidines, such as cyprodinil, mepanipyrim, pyrimethanil; 
     Pyrroles, such as fenpiclonil, fludioxonil; 
     Phenylamides, such as benalaxyl, furalaxyl, metalaxyl, R-metalaxyl, ofurace, oxadixyl; 
     Benzimidazoles, such as benomyl, carbendazim, debacarb, fuberidazole, thiabendazole; 
     Dicarboximides, such as chlozolinate, dichlozoline, iprodione, myclozoline, procymidone, vinclozoline; 
     Carboxamides, such as boscalid, carboxin, fenfuram, flutolanil, mepronil, oxycarboxin, penthiopyrad, thifluzamide; guanidines, such as guazatine, dodine, iminoctadine; 
     Strobilurines, such as azoxystrobin, dimoxystrobin, enestroburin, fluoxastrobin, kresoxim-methyl, metominostrobin, trifloxystrobin, orysastrobin, picoxystrobin, pyraclostrobin; 
     Dithiocarbamates, such as ferbam, mancozeb, maneb, metiram, propineb, thiram, zineb, ziram; 
     N-halomethylthiotetrahydrophthalimides, such as captafol, captan, dichlofluanid, fluoromides, folpet, tolyfluanid; 
     Copper-compounds, such as Bordeaux mixture, copper hydroxide, copper oxychloride, copper sulfate, cuprous oxide, mancopper, oxine-copper; 
     Nitrophenol-derivatives, such as dinocap, nitrothal-isopropyl; 
     Organo-phosphor-derivatives, such as edifenphos, iprobenphos, isoprothiolane, phosdiphen, pyrazophos, tolclofos-methyl; 
     Pyridazine-derivatives which are known and may be prepared by methods as described in WO 05/121104 and WO 06/001175, such as 3-chloro-5-(4-chloro-phenyl)-6-methyl-4-(2,4,6-trifluoro-phenyl)-pyridazine (formula P.1) and 3-chloro-6-methyl-5-p-toly-4-(2,4,6-trifluoro-phenyl)-pyridazine (formula P.2); 
     
       
         
         
             
             
         
       
     
     Triazolopyrimidine derivatives which are known and may be prepared by methods as described in WO98/46607, such as 5-chloro-7-(4-methyl-piperidin-1-yl)-6-(2,4,6-trifluoro-phenyl)-[1,2,4]triazolo[1,5-a]pyrimidine (formula T.1); 
     
       
         
         
             
             
         
       
     
     Carboxamide derivatives which are known and may be prepared by methods as described in WO04/035589 and in WO06/37632, such as 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid (9-isopropyp-1,2,3,4-tetrahaydro-1,4-methano-naphthalen-5-yl)-amide (formula U.1); 
     
       
         
         
             
             
         
       
     
     Benzamide derivatives which are known and may be prepared by methods as described in WO 2004/016088, such as N-{-2-[3-chloro-5-(trifluoromethyl)-2-pyridinyl]ethyl}-2-trifluoromethylbenzamide, which is also known under the name fluopyram (formula V.1); 
     
       
         
         
             
             
         
       
     
     and 
     Various others, such as acibenzolar-S-methyl, anilazine, benthiavalicarb, blasticidin-S, chinomethionate, chloroneb, chlorothalonil, cyflufenamid, cymoxanil, dichlone, diclocymet, diclomezine, dicloran, diethofencarb, dimethomorph, flumorph, dithianon, ethaboxam, etridiazole, famoxadone, fenamidone, fenoxanil, fentin, ferimzone, fluazinam, fluopicolide, flusulfamide, fenhexamid, fosetyl-aluminium, hymexazol, iprovalicarb, cyazofamid, kasugamycin, mandipropamid, methasulfocarb, metrafenone, nicobifen, pencycuron, phthalide, polyoxins, probenazole, propamocarb, proquinazid, pyroquilon, quinoxyfen, quintozene, sulfur, tiadinil, triazoxide, tricyclazole, triforine, validamycin, zoxamide and glyphosate. 
     Another aspect of the invention is related to the use of a compound of formula I, of a composition comprising at least one compound of formula I or of a fungicidal mixture comprising at least one compound of formula I in admixture with other fungicides, as described above, for controlling or preventing infestation of plants, harvested food crops or non-living materials by phytopathogenic microorganisms, preferably fungal organisms. 
     A further aspect of the invention is related to a method of controlling or preventing an infestation of crop plants or of non-living materials by phytopathogenic or spoilage microorganisms or organisms potentially harmful to man, especially fungal organisms, which comprises the application of a compound of formula I as active ingredient to the plants, to parts of the plants or to the locus thereof, or to any part of the non-living materials. Controlling or preventing means reducing the infestation of crop plants or of non-living materials by phytopathogenic or spoilage microorganisms or organisms potentially harmful to man, especially fungal organisms, to such a level that an improvement is demonstrated. 
     A preferred method of controlling or preventing an infestation of crop plants by phytopathogenic microorganisms, especially fungal organisms, which comprises the application of a compound of formula I, or an agrochemical composition which contains at least one of said compounds, is foliar application. The frequency of application and the rate of application will depend on the risk of infestation by the corresponding pathogen. However, the compounds of formula I can also penetrate the plant through the roots via the soil (systemic action) by drenching the locus of the plant with a liquid formulation, or by applying the compounds in solid form to the soil, e.g. in granular form (soil application). In crops of water rice such granulates can be applied to the flooded rice field. The compounds of formula I may also be applied to seeds (coating) by impregnating the seeds or tubers either with a liquid formulation of the fungicide or coating them with a solid formulation. 
     A formulation [that is, a composition containing the compound of formula I] and, if desired, a solid or liquid adjuvant or monomers for encapsulating the compound of formula I, is prepared in a known manner, typically by intimately mixing and/or grinding the compound with extenders, for example solvents, solid carriers and, optionally, surface active compounds (surfactants). 
     The agrochemical formulations will usually contain from 0.1 to 99% by weight, preferably from 0.1 to 95% by weight, of the compound of formula I, 99.9 to 1% by weight, preferably 99.8 to 5% by weight, of a solid or liquid adjuvant, and from 0 to 25% by weight, preferably from 0.1 to 25% by weight, of a surfactant. 
     Advantageous rates of application are normally from 5 g to 2 kg of active ingredient (a.i.) per hectare (ha), preferably from 10 g to 1 kg a.i./ha, most preferably from 20 g to 600 g a.i./ha. When used as seed drenching agent, convenient dosages are from 10 mg to 1 g of active substance per kg of seeds. 
     Whereas it is preferred to formulate commercial products as concentrates, the end user will normally use dilute formulations. 
     The following non-limiting examples illustrate the above-described invention in more detail. 
    
    
     EXAMPLE 1 
     This Example Illustrates the Preparation of 3-chloro-6-methyl-5-thiophen-2-yl-4-(2,4,6-trifluorophenyl)-pyridazine (Compound No. I.h.198) 
     a) Preparation of 2-bromo-1-thiophen-2-yl-propan-1-one 
     Bromine (3.7 ml) is added to the mixture of 1-(2-thienyl)-1-propane (10 g), 0.1 ml of hydrobromic acid (48% solution) and 80 ml of acetic acid at 0° C. under a nitrogen atmosphere. Subsequently, the mixture is stirred for 2.5 h at room temperature. The reaction mixture is evaporated under reduced pressure. 2-Bromo-1-thiophen-2-yl-propan-1-one is obtained as a brown oil, which is used in the next step without further purification. 
     b) Preparation of 5-hydroxy-5-methyl-4-thiophen-2-yl-3-(2,4,6-trifluorophenyl)-5H-furan-2-one (Compound No. II.h.040) 
     A mixture of 2-bromo-1-thiophen-2-yl-propan-1-one (2.1 g), 2,4,6-trifluorophenylacetic acid (2.0 g), 1.5 ml of triethylamine and 30 ml of acetonitrile is stirred for 16 h at room temperature. Subsequently 30 ml of acetonitrile and 3.4 ml of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) are added under cooling and stirring is continued for further 2.5 h. Then air is blown through the reaction mixture for 3 h. An aqueous ammonium chloride solution is added and the mixture is extracted with ethyl acetate. The combined organic layer is washed with a saturated aqueous sodium bicarbonate solution and with brine, dried over sodium sulfate and evaporated under reduced pressure. The remainder is purified by chromatography on silica gel, using a mixture of heptane/ethyl acetate 2:1 as eluent to obtain 5-hydroxy-5-methyl-4-thiophen-2-yl-3-(2,4,6-trifluorophenyl)-5H-furan-2-one (Compound No. II.h.040) as colourless crystals, m.p. 134-136° C. 
     c) Preparation of 6-methyl-5-thiophen-2-yl-4-(2,4,6-trifluorophenyl)-2H-pyridazin-3-one  (Compound No. I.h.196) 
     A mixture of 5-hydroxy-5-methyl-4-thiophen-2-yl -3-(2,4,6-trifluorophenyl)-5H-furan-2-one (1.9 g), 0.3 ml of hydrazine hydrate and 30 ml of 1-butanol is heated for 16 h to 120° C. Subsequently, the mixture is cooled to 0° C. The hereby obtained solid is filtered and washed with hexane to obtain 6-methyl-5-thiophen-2-yl-4-(2,4,6-trifluorophenyl)-2H-pyridazin-3-one (Compound No. I.h.196) as colourless crystals, m.p. 249-251° C. 
     d) A mixture of 6-methyl-5-thiophen-2-yl-4-(2,4,6-trifluorophenyl)-2H-pyridazin-3-one (Compound No. I.h.196, 1.2 g) and 6.5 ml of phosphorus oxychloride are mixed and heated at 110° C. for 1 h. After cooling the reaction mixture is evaporated under reduced pressure. The remainder is taken up with ethyl acetate and water and the phases are separated. The organic layer is washed with water and brine, dried over sodium sulfate and evaporated under reduced pressure. The residue is recrystallised from hexane to deliver 3-chloro-6-methyl-5-thiophen-2-yl-4-(2,4,6-trifluoro-phenyl)-pyridazine (Compound No. I.h.198) as beige crystals, m.p. 90-92° C. 
     EXAMPLE 2  
     This Example Illustrates the Preparation of 3-methoxy-6-methyl-5-thiophen-2-yl-4-(2,4,6-trifluorophenyl)-pyridazine (Compound No. I.h.199) and 4-(2,6-difluoro-4-methoxyphenyl)-3-methoxy-6-methyl-5-thiophen-2-yl-pyridazine (Compound No. I.h.254) 
     A mixture of 3-chloro-6-methyl-5-thiophen-2-y-4-(2,4,6-trifluoro-phenyl)-pyridazine (Compound No. I.h.198, 0.7 g), sodium methoxide (30% solution in methanol, 0.4 g) and 10 ml of methanol is heated for 16 h to 60° C. Subsequently the reaction mixture is cooled, diluted with water and extracted with ethyl acetate. The combined organic layer is washed with water and brine, dried over sodium sulfate and evaporated under reduced pressure. The remainder is purified by chromatography on silica gel, using a mixture of heptane/ethyl acetate 9:1 as eluent to obtain 3-methoxy-6-methyl-5-thiophen-2-yl-4-(2,4,6-trifluorophenyl)-pyridazine (Compound I.h.199), m.p. 124-125° C. and 4-(2,6-difluoro-4-methoxyphenyl)-3-methoxy-6-methyl-5-thiophen-2-yl-pyridazine (Compound I.h.254), m.p. 130-133° C. 
     EXAMPLE 3 
     This Example Illustrates the Preparation of 3-fluoro-6-methyl-5-thiophen-2-yl-4-(2,4,6-trifluorophenyl)-pyridazine (Compound No. I.h.197) 
     A mixture of 3-chloro-6-methyl-5-thiophen-2-yl-4-(2,4,6-trifluoro-phenyl)-pyridazine (Compound No: I.h.198, 0.25 g), potassium fluoride (0.1 g) and 5 ml of dimethyl sulfoxide are mixed and heated to 140° C. for 48 h. Subsequently the reaction mixture is cooled, diluted with water and extracted with ethyl acetate. The combined organic layer is washed with water and brine, dried over sodium sulfate and evaporated under reduced pressure. The remainder is purified by chromatography on silica gel, using a mixture of hexane/ethyl acetate 9:1 as eluent to obtain 3-fluoro-6-methyl-5-thiophen-2-yl-4-(2,4,6-trifluoro-phenyl)-pyridazine (Compound No. I.h.197) as beige crystals (from diethyl ether/hexane), m.p. 71-74° C. 
     EXAMPLE 4  
     This Example Illustrates the Preparation of 3,6-dimethyl-4-thiophen-2-yl-5-(2,4,6-trifluorophenyl)-pyridazine  (Compound No. I.h.200) 
     1.2 ml of a 3 M solution of methylmagnesium bromide in diethyl ether is mixed with 5 ml of tetrahydrofuran and added slowly at −70° C. to a solution of 3-chloro-6-methyl-5-thiophen-2-yl-4-(2,4,6-trifluorophenyl)-pyridazine (Compound No. I.h.198, 0.26 g) and iron(III) acetylacetonate (0.03 g) in 20 ml of tetrahydrofuran and 1.5 ml of 1-methyl-2-pyrrolidinone (NMP). After 0.5 h at −70 ° C. the mixture is stirred for another 2.5 h at room temperature. The reaction is quenched with dilute HCl and the aqueous phase is extracted with tert-butyl methyl ether. The combined organic layer is dried over sodium sulfate and evaporated under reduced pressure. The residue is purified by chromatography on silica gel, using a mixture of hexane/ethyl acetate 3:1 as eluent to give 3,6 dimethyl-4-thiophen-2-yl-5-(2,4,6-trifluoro-phenyl)-pyridazine (Compound No. I.h.200) as beige crystals, m.p. 100-102° C. 
     Tables 1 and 2 below illustrate examples of individual compounds of formula I and formula II according to the invention. 
     
       
         
           
               
             
               
                 TABLE 1 
               
             
            
               
                   
               
               
                 individual compounds of formula I according to the invention 
               
            
           
           
               
               
               
               
            
               
                 Compound 
                   
                   
                   
               
               
                 No. 
                 R 1   
                 R 3   
                 R 4   
               
               
                   
               
               
                 001 
                 CH 3   
                 2-fluorophenyl 
                 OH 
               
               
                 002 
                 CH 3   
                 2-fluorophenyl 
                 F 
               
               
                 003 
                 CH 3   
                 2-fluorophenyl 
                 Cl 
               
               
                 004 
                 CH 3   
                 2-fluorophenyl 
                 OCH 3   
               
               
                 005 
                 CH 3   
                 2-fluorophenyl 
                 CH 3   
               
               
                 006 
                 CH 3   
                 2-chlorophenyl 
                 OH 
               
               
                 007 
                 CH 3   
                 2-chlorophenyl 
                 F 
               
               
                 008 
                 CH 3   
                 2-chlorophenyl 
                 Cl 
               
               
                 009 
                 CH 3   
                 2-chlorophenyl 
                 OCH 3   
               
               
                 010 
                 CH 3   
                 2-chlorophenyl 
                 CH 3   
               
               
                 011 
                 CH 3   
                 2-trifluoromethylphenyl 
                 OH 
               
               
                 012 
                 CH 3   
                 2-trifluoromethylphenyl 
                 F 
               
               
                 013 
                 CH 3   
                 2-trifluoromethylphenyl 
                 Cl 
               
               
                 014 
                 CH 3   
                 2-trifluoromethylphenyl 
                 OCH 3   
               
               
                 015 
                 CH 3   
                 2-trifluoromethylphenyl 
                 CH 3   
               
               
                 016 
                 CH 3   
                 2-methylphenyl 
                 OH 
               
               
                 017 
                 CH 3   
                 2-methylphenyl 
                 F 
               
               
                 018 
                 CH 3   
                 2-methylphenyl 
                 Cl 
               
               
                 019 
                 CH 3   
                 2-methylphenyl 
                 OCH 3   
               
               
                 020 
                 CH 3   
                 2-methylphenyl 
                 CH 3   
               
               
                 021 
                 CH 3   
                 2,3-difluorophenyl 
                 OH 
               
               
                 022 
                 CH 3   
                 2,3-difluorophenyl 
                 F 
               
               
                 023 
                 CH 3   
                 2,3-difluorophenyl 
                 Cl 
               
               
                 024 
                 CH 3   
                 2,3-difluorophenyl 
                 OCH 3   
               
               
                 025 
                 CH 3   
                 2,3-difluorophenyl 
                 CH 3   
               
               
                 026 
                 CH 3   
                 2,4-difluorophenyl 
                 OH 
               
               
                 027 
                 CH 3   
                 2,4-difluorophenyl 
                 F 
               
               
                 028 
                 CH 3   
                 2,4-difluorophenyl 
                 Cl 
               
               
                 029 
                 CH 3   
                 2,4-difluorophenyl 
                 OCH 3   
               
               
                 030 
                 CH 3   
                 2,4-difluorophenyl 
                 CH 3   
               
               
                 031 
                 CH 3   
                 2,5-difluorophenyl 
                 OH 
               
               
                 032 
                 CH 3   
                 2,5-difluorophenyl 
                 F 
               
               
                 033 
                 CH 3   
                 2,5-difluorophenyl 
                 Cl 
               
               
                 034 
                 CH 3   
                 2,5-difluorophenyl 
                 OCH 3   
               
               
                 035 
                 CH 3   
                 2,5-difluorophenyl 
                 CH 3   
               
               
                 036 
                 CH 3   
                 2,6-difluorophenyl 
                 OH 
               
               
                 037 
                 CH 3   
                 2,6-difluorophenyl 
                 F 
               
               
                 038 
                 CH 3   
                 2,6-difluorophenyl 
                 Cl 
               
               
                 039 
                 CH 3   
                 2,6-difluorophenyl 
                 OCH 3   
               
               
                 040 
                 CH 3   
                 2,6-difluorophenyl 
                 CH 3   
               
               
                 041 
                 CH 3   
                 2,3-dichlorophenyl 
                 OH 
               
               
                 042 
                 CH 3   
                 2,3-dichlorophenyl 
                 F 
               
               
                 043 
                 CH 3   
                 2,3-dichlorophenyl 
                 Cl 
               
               
                 044 
                 CH 3   
                 2,3-dichlorophenyl 
                 OCH 3   
               
               
                 045 
                 CH 3   
                 2,3-dichlorophenyl 
                 CH 3   
               
               
                 046 
                 CH 3   
                 2,4-dichlorophenyl 
                 OH 
               
               
                 047 
                 CH 3   
                 2,4-dichlorophenyl 
                 F 
               
               
                 048 
                 CH 3   
                 2,4-dichlorophenyl 
                 Cl 
               
               
                 049 
                 CH 3   
                 2,4-dichlorophenyl 
                 OCH 3   
               
               
                 050 
                 CH 3   
                 2,4-dichlorophenyl 
                 CH 3   
               
               
                 051 
                 CH 3   
                 2,5-dichlorophenyl 
                 OH 
               
               
                 052 
                 CH 3   
                 2,5-dichlorophenyl 
                 F 
               
               
                 053 
                 CH 3   
                 2,5-dichlorophenyl 
                 Cl 
               
               
                 054 
                 CH 3   
                 2,5-dichlorophenyl 
                 OCH 3   
               
               
                 055 
                 CH 3   
                 2,5-dichlorophenyl 
                 CH 3   
               
               
                 056 
                 CH 3   
                 2,6-dichlorophenyl 
                 OH 
               
               
                 057 
                 CH 3   
                 2,6-dichlorophenyl 
                 F 
               
               
                 058 
                 CH 3   
                 2,6-dichlorophenyl 
                 Cl 
               
               
                 059 
                 CH 3   
                 2,6-dichlorophenyl 
                 OCH 3   
               
               
                 060 
                 CH 3   
                 2,6-dichlorophenyl 
                 CH 3   
               
               
                 061 
                 CH 3   
                 2-chloro-3-fluorophenyl 
                 OH 
               
               
                 062 
                 CH 3   
                 2-chloro-3-fluorophenyl 
                 F 
               
               
                 063 
                 CH 3   
                 2-chloro-3-fluorophenyl 
                 Cl 
               
               
                 064 
                 CH 3   
                 2-chloro-3-fluorophenyl 
                 OCH 3   
               
               
                 065 
                 CH 3   
                 2-chloro-3-fluorophenyl 
                 CH 3   
               
               
                 066 
                 CH 3   
                 2-chloro-4-fluorophenyl 
                 OH 
               
               
                 067 
                 CH 3   
                 2-chloro-4-fluorophenyl 
                 F 
               
               
                 068 
                 CH 3   
                 2-chloro-4-fluorophenyl 
                 Cl 
               
               
                 069 
                 CH 3   
                 2-chloro-4-fluorophenyl 
                 OCH 3   
               
               
                 070 
                 CH 3   
                 2-chloro-4-fluorophenyl 
                 CH 3   
               
               
                 071 
                 CH 3   
                 2-chloro-5-fluorophenyl 
                 OH 
               
               
                 072 
                 CH 3   
                 2-chloro-5-fluorophenyl 
                 F 
               
               
                 073 
                 CH 3   
                 2-chloro-5-fluorophenyl 
                 Cl 
               
               
                 074 
                 CH 3   
                 2-chloro-5-fluorophenyl 
                 OCH 3   
               
               
                 075 
                 CH 3   
                 2-chloro-5-fluorophenyl 
                 CH 3   
               
               
                 076 
                 CH 3   
                 2-chloro-6-fluorophenyl 
                 OH 
               
               
                 077 
                 CH 3   
                 2-chloro-6-fluorophenyl 
                 F 
               
               
                 078 
                 CH 3   
                 2-chloro-6-fluorophenyl 
                 Cl 
               
               
                 079 
                 CH 3   
                 2-chloro-6-fluorophenyl 
                 OCH 3   
               
               
                 080 
                 CH 3   
                 2-chloro-6-fluorophenyl 
                 CH 3   
               
               
                 081 
                 CH 3   
                 3-chloro-2-fluorophenyl 
                 OH 
               
               
                 082 
                 CH 3   
                 3-chloro-2-fluorophenyl 
                 F 
               
               
                 083 
                 CH 3   
                 3-chloro-2-fluorophenyl 
                 Cl 
               
               
                 084 
                 CH 3   
                 3-chloro-2-fluorophenyl 
                 OCH 3   
               
               
                 085 
                 CH 3   
                 3-chloro-2-fluorophenyl 
                 CH 3   
               
               
                 086 
                 CH 3   
                 4-chloro-2-fluorophenyl 
                 OH 
               
               
                 087 
                 CH 3   
                 4-chloro-2-fluorophenyl 
                 F 
               
               
                 088 
                 CH 3   
                 4-chloro-2-fluorophenyl 
                 Cl 
               
               
                 089 
                 CH 3   
                 4-chloro-2-fluorophenyl 
                 OCH 3   
               
               
                 090 
                 CH 3   
                 4-chloro-2-fluorophenyl 
                 CH 3   
               
               
                 091 
                 CH 3   
                 5-chloro-2-fluorophenyl 
                 OH 
               
               
                 092 
                 CH 3   
                 5-chloro-2-fluorophenyl 
                 F 
               
               
                 093 
                 CH 3   
                 5-chloro-2-fluorophenyl 
                 Cl 
               
               
                 094 
                 CH 3   
                 5-chloro-2-fluorophenyl 
                 OCH 3   
               
               
                 095 
                 CH 3   
                 5-chloro-2-fluorophenyl 
                 CH 3   
               
               
                 096 
                 CH 3   
                 2-fluoro-3-trifluoromethylphenyl 
                 OH 
               
               
                 097 
                 CH 3   
                 2-fluoro-3-trifluoromethylphenyl 
                 F 
               
               
                 098 
                 CH 3   
                 2-fluoro-3-trifluoromethylphenyl 
                 Cl 
               
               
                 099 
                 CH 3   
                 2-fluoro-3-trifluoromethylphenyl 
                 OCH 3   
               
               
                 100 
                 CH 3   
                 2-fluoro-3-trifluoromethylphenyl 
                 CH 3   
               
               
                 101 
                 CH 3   
                 2-fluoro-4-trifluoromethylphenyl 
                 OH 
               
               
                 102 
                 CH 3   
                 2.fluoro-4-trifluoromethylphenyl 
                 F 
               
               
                 103 
                 CH 3   
                 2-fluoro-4-trifluoromethylphenyl 
                 Cl 
               
               
                 104 
                 CH 3   
                 2-fluoro-4-trifluoromethylphenyl 
                 OCH 3   
               
               
                 105 
                 CH 3   
                 2-fluoro-4-trifluoromethylphenyl 
                 CH 3   
               
               
                 106 
                 CH 3   
                 2-fluoro-5-trifluoromethylphenyl 
                 OH 
               
               
                 107 
                 CH 3   
                 2-fluoro-5-trifluoromethylphenyl 
                 F 
               
               
                 108 
                 CH 3   
                 2-fluoro-5-trifluoromethylphenyl 
                 Cl 
               
               
                 109 
                 CH 3   
                 2-fluoro-5-trifluoromethylphenyl 
                 OCH 3   
               
               
                 110 
                 CH 3   
                 2-fluoro-5-trifluoromethylphenyl 
                 CH 3   
               
               
                 111 
                 CH 3   
                 2-fluoro-6-trifluoromethylphenyl 
                 OH 
               
               
                 112 
                 CH 3   
                 2-fluoro-6-trifluoromethylphenyl 
                 F 
               
               
                 113 
                 CH 3   
                 2-fluoro-6-trifluoromethylphenyl 
                 Cl 
               
               
                 114 
                 CH 3   
                 2-fluoro-6-trifluoromethylphenyl 
                 OCH 3   
               
               
                 115 
                 CH 3   
                 2-fluoro-6-trifluoromethylphenyl 
                 CH 3   
               
               
                 116 
                 CH 3   
                 2-chloro-3-trifluoromethylphenyl 
                 OH 
               
               
                 117 
                 CH 3   
                 2-chloro-3-trifluoromethylphenyl 
                 F 
               
               
                 118 
                 CH 3   
                 2-chloro-3-trifluoromethylphenyl 
                 Cl 
               
               
                 119 
                 CH 3   
                 2-chloro-3-trifluoromethylphenyl 
                 OCH 3   
               
               
                 120 
                 CH 3   
                 2-chloro-3-trifluoromethylphenyl 
                 CH 3   
               
               
                 121 
                 CH 3   
                 2-chloro-4-trifluoromethylphenyl 
                 OH 
               
               
                 122 
                 CH 3   
                 2-chloro-4-trifluoromethylphenyl 
                 F 
               
               
                 123 
                 CH 3   
                 2-chloro-4-trifluoromethylphenyl 
                 Cl 
               
               
                 124 
                 CH 3   
                 2-chloro-4-trifluoromethylphenyl 
                 OCH 3   
               
               
                 125 
                 CH 3   
                 2-chloro-4-trifluoromethylphenyl 
                 CH 3   
               
               
                 126 
                 CH 3   
                 2-chloro-5-trifluoromethylphenyl 
                 OH 
               
               
                 127 
                 CH 3   
                 2-chloro-5-trifluoromethylphenyl 
                 F 
               
               
                 128 
                 CH 3   
                 2-chloro-5-trifluoromethylphenyl 
                 Cl 
               
               
                 129 
                 CH 3   
                 2-chloro-5-trifluoromethylphenyl 
                 OCH 3   
               
               
                 130 
                 CH 3   
                 2-chloro-5-trifluoromethylphenyl 
                 CH 3   
               
               
                 131 
                 CH 3   
                 2-chloro-6-trifluoromethylphenyl 
                 OH 
               
               
                 132 
                 CH 3   
                 2-chloro-6-trifluoromethylphenyl 
                 F 
               
               
                 133 
                 CH 3   
                 2-chloro-6-trifluoromethylphenyl 
                 Cl 
               
               
                 134 
                 CH 3   
                 2-chloro-6-trifluoromethylphenyl 
                 OCH 3   
               
               
                 135 
                 CH 3   
                 2-chloro-6-trifluoromethylphenyl 
                 CH 3   
               
               
                 136 
                 CH 3   
                 4-fluoro-2-trifluoromethylphenyl 
                 OH 
               
               
                 137 
                 CH 3   
                 4-fluoro-2-trifluoromethylphenyl 
                 F 
               
               
                 138 
                 CH 3   
                 4-fluoro-2-trifluoromethylphenyl 
                 Cl 
               
               
                 139 
                 CH 3   
                 4-fluoro-2-trifluoromethylphenyl 
                 OCH 3   
               
               
                 140 
                 CH 3   
                 4-fluoro-2-trifluoromethylphenyl 
                 CH 3   
               
               
                 141 
                 CH 3   
                 4-chloro-2-trifluoromethylphenyl 
                 OH 
               
               
                 142 
                 CH 3   
                 4-chloro-2-trifluoromethylphenyl 
                 F 
               
               
                 143 
                 CH 3   
                 4-chloro-2-trifluoromethylphenyl 
                 Cl 
               
               
                 144 
                 CH 3   
                 4-chloro-2-trifluoromethylphenyl 
                 OCH 3   
               
               
                 145 
                 CH 3   
                 4-chloro-2-trifluoromethylphenyl 
                 CH 3   
               
               
                 146 
                 CH 3   
                 2-fluoro-3-methylphenyl 
                 OH 
               
               
                 147 
                 CH 3   
                 2-fluoro-3-methylphenyl 
                 F 
               
               
                 148 
                 CH 3   
                 2-fluoro-3-methylphenyl 
                 Cl 
               
               
                 149 
                 CH 3   
                 2-fluoro-3-methylphenyl 
                 OCH 3   
               
               
                 150 
                 CH 3   
                 2-fluoro-3-methylphenyl 
                 CH 3   
               
               
                 151 
                 CH 3   
                 2-fluoro-4-methylphenyl 
                 OH 
               
               
                 152 
                 CH 3   
                 2-fluoro-4-methylphenyl 
                 F 
               
               
                 153 
                 CH 3   
                 2-fluoro-4-methylphenyl 
                 Cl 
               
               
                 154 
                 CH 3   
                 2-fluoro-4-methylphenyl 
                 OCH 3   
               
               
                 155 
                 CH 3   
                 2-fluoro-4-methylphenyl 
                 CH 3   
               
               
                 156 
                 CH 3   
                 2-fluoro-5-methylphenyl 
                 OH 
               
               
                 157 
                 CH 3   
                 2-fluoro-5-methylphenyl 
                 F 
               
               
                 158 
                 CH 3   
                 2-fluoro-5-methylphenyl 
                 Cl 
               
               
                 159 
                 CH 3   
                 2-fluoro-5-methylphenyl 
                 OCH 3   
               
               
                 160 
                 CH 3   
                 2-fluoro-5-methylphenyl 
                 CH 3   
               
               
                 161 
                 CH 3   
                 2-fluoro-6-methylphenyl 
                 OH 
               
               
                 162 
                 CH 3   
                 2-fluoro-6-methylphenyl 
                 F 
               
               
                 163 
                 CH 3   
                 2-fluoro-6-methylphenyl 
                 Cl 
               
               
                 164 
                 CH 3   
                 2-fluoro-6-methylphenyl 
                 OCH 3   
               
               
                 165 
                 CH 3   
                 2-fluoro-6-methylphenyl 
                 CH 3   
               
               
                 166 
                 CH 3   
                 2-chloro-3-methylphenyl 
                 OH 
               
               
                 167 
                 CH 3   
                 2-chloro-3-methylphenyl 
                 F 
               
               
                 168 
                 CH 3   
                 2-chloro-3-methylphenyl 
                 Cl 
               
               
                 169 
                 CH 3   
                 2-chloro-3-methylphenyl 
                 OCH 3   
               
               
                 170 
                 CH 3   
                 2-chloro-3-methylphenyl 
                 CH 3   
               
               
                 171 
                 CH 3   
                 2-chloro-4-methylphenyl 
                 OH 
               
               
                 172 
                 CH 3   
                 2-chloro-4-methylphenyl 
                 F 
               
               
                 173 
                 CH 3   
                 2-chloro-4-methylphenyl 
                 Cl 
               
               
                 174 
                 CH 3   
                 2-chloro-4-methylphenyl 
                 OCH 3   
               
               
                 175 
                 CH 3   
                 2-chloro-4-methylphenyl 
                 CH 3   
               
               
                 176 
                 CH 3   
                 2-chloro-5-methylphenyl 
                 OH 
               
               
                 177 
                 CH 3   
                 2-chloro-5-methylphenyl 
                 F 
               
               
                 178 
                 CH 3   
                 2-chloro-5-methylphenyl 
                 Cl 
               
               
                 179 
                 CH 3   
                 2-chloro-5-methylphenyl 
                 OCH 3   
               
               
                 180 
                 CH 3   
                 2-chloro-5-methylphenyl 
                 CH 3   
               
               
                 181 
                 CH 3   
                 2-chloro-6-methylphenyl 
                 OH 
               
               
                 182 
                 CH 3   
                 2-chloro-6-methylphenyl 
                 F 
               
               
                 183 
                 CH 3   
                 2-chloro-6-methylphenyl 
                 Cl 
               
               
                 184 
                 CH 3   
                 2-chloro-6-methylphenyl 
                 OCH 3   
               
               
                 185 
                 CH 3   
                 2-chloro-6-methylphenyl 
                 CH 3   
               
               
                 186 
                 CH 3   
                 4-fluoro-2-methylphenyl 
                 OH 
               
               
                 187 
                 CH 3   
                 4-fluoro-2-methylphenyl 
                 F 
               
               
                 188 
                 CH 3   
                 4-fluoro-2-methylphenyl 
                 Cl 
               
               
                 189 
                 CH 3   
                 4-fluoro-2-methylphenyl 
                 OCH 3   
               
               
                 190 
                 CH 3   
                 4-fluoro-2-methylphenyl 
                 CH 3   
               
               
                 191 
                 CH 3   
                 4-chloro-2-methylphenyl 
                 OH 
               
               
                 192 
                 CH 3   
                 4-chloro-2-methylphenyl 
                 F 
               
               
                 193 
                 CH 3   
                 4-chloro-2-methylphenyl 
                 Cl 
               
               
                 194 
                 CH 3   
                 4-chloro-2-methylphenyl 
                 OCH 3   
               
               
                 195 
                 CH 3   
                 4-chloro-2-methylphenyl 
                 CH 3   
               
               
                 196 
                 CH 3   
                 2,4,6-trifluorophenyl 
                 OH 
               
               
                 197 
                 CH 3   
                 2,4,6-trifluorophenyl 
                 F 
               
               
                 198 
                 CH 3   
                 2,4,6-trifluorophenyl 
                 Cl 
               
               
                 199 
                 CH 3   
                 2,4,6-trifluorophenyl 
                 OCH 3   
               
               
                 200 
                 CH 3   
                 2,4,6-trifluorophenyl 
                 CH 3   
               
               
                 201 
                 CH 3   
                 2,3,6-trifluorophenyl 
                 OH 
               
               
                 202 
                 CH 3   
                 2,3,6-trifluorophenyl 
                 F 
               
               
                 203 
                 CH 3   
                 2,3,6-trifluorophenyl 
                 Cl 
               
               
                 204 
                 CH 3   
                 2,3,6-trifluorophenyl 
                 OCH 3   
               
               
                 205 
                 CH 3   
                 2,3,6-trifluorophenyl 
                 CH 3   
               
               
                 206 
                 CH 3   
                 2,3,4-trifluorophenyl 
                 OH 
               
               
                 207 
                 CH 3   
                 2,3,4-trifluorophenyl 
                 F 
               
               
                 208 
                 CH 3   
                 2,3,4-trifluorophenyl 
                 Cl 
               
               
                 209 
                 CH 3   
                 2,3,4-trifluorophenyl 
                 OCH 3   
               
               
                 210 
                 CH 3   
                 2,3,4-trifluorophenyl 
                 CH 3   
               
               
                 211 
                 CH 3   
                 2,4,6-trichlorophenyl 
                 OH 
               
               
                 212 
                 CH 3   
                 2,4,6-trichlorophenyl 
                 F 
               
               
                 213 
                 CH 3   
                 2,4,6-trichlorophenyl 
                 Cl 
               
               
                 214 
                 CH 3   
                 2,4,6-trichlorophenyl 
                 OCH 3   
               
               
                 215 
                 CH 3   
                 2,4,6-trichlorophenyl 
                 CH 3   
               
               
                 216 
                 CH 3   
                 2,3,6-trichlorophenyl 
                 OH 
               
               
                 217 
                 CH 3   
                 2,3,6-trichlorophenyl 
                 F 
               
               
                 218 
                 CH 3   
                 2,3,6-trichlorophenyl 
                 Cl 
               
               
                 219 
                 CH 3   
                 2,3,6-trichlorophenyl 
                 OCH 3   
               
               
                 220 
                 CH 3   
                 2,3,6-trichlorophenyl 
                 CH 3   
               
               
                 221 
                 CH 3   
                 2,3,4-trichlorophenyl 
                 OH 
               
               
                 222 
                 CH 3   
                 2,3,4-trichlorophenyl 
                 F 
               
               
                 223 
                 CH 3   
                 2,3,4-trichlorophenyl 
                 Cl 
               
               
                 224 
                 CH 3   
                 2,3,4-trichlorophenyl 
                 OCH 3   
               
               
                 225 
                 CH 3   
                 2,3,4-trichlorophenyl 
                 CH 3   
               
               
                 226 
                 CH 3   
                 2,6-difluoro-4-methoxyphenyl 
                 OH 
               
               
                 227 
                 CH 3   
                 2,6-difluoro-4-methoxyphenyl 
                 F 
               
               
                 228 
                 CH 3   
                 2,6-difluoro-4-methoxyphenyl 
                 Cl 
               
               
                 229 
                 CH 3   
                 2,6-difluoro-4-methoxyphenyl 
                 OCH 3   
               
               
                 230 
                 CH 3   
                 2,6-difluoro-4-methoxyphenyl 
                 CH 3   
               
               
                 231 
                 CH 3   
                 2,6- 
                 OH 
               
               
                   
                   
                 difluoro-4-trifluoromethoxyphenyl 
               
               
                 232 
                 CH 3   
                 2,6- 
                 F 
               
               
                   
                   
                 difluoro-4-trifluoromethoxyphenyl 
               
               
                 233 
                 CH 3   
                 2,6- 
                 Cl 
               
               
                   
                   
                 difluoro-4-trifluoromethoxyphenyl 
               
               
                 234 
                 CH 3   
                 2,6- 
                 OCH 3   
               
               
                   
                   
                 difluoro-4-trifluoromethoxyphenyl 
               
               
                 235 
                 CH 3   
                 2,6- 
                 CH 3   
               
               
                   
                   
                 difluoro-4-trifluoromethoxyphenyl 
               
               
                 236 
                 CH 3   
                 2,6-difluoro-4-trifluoromethylphenyl 
                 OH 
               
               
                 237 
                 CH 3   
                 2,6-difluoro-4-trifluoromethylphenyl 
                 F 
               
               
                 238 
                 CH 3   
                 2,6-difluoro-4-trifluoromethylphenyl 
                 Cl 
               
               
                 239 
                 CH 3   
                 2,6-difluoro-4-trifluoromethylphenyl 
                 OCH 3   
               
               
                 240 
                 CH 3   
                 2,6-difluoro-4-trifluoromethylphenyl 
                 CH 3   
               
               
                 241 
                 CH 3   
                 2,6-difluoro-4-cyanophenyl 
                 OH 
               
               
                 242 
                 CH 3   
                 2,6-difluoro-4-cyanophenyl 
                 F 
               
               
                 243 
                 CH 3   
                 2,6-difluoro-4-cyanophenyl 
                 Cl 
               
               
                 244 
                 CH 3   
                 2,6-difluoro-4-cyanophenyl 
                 OCH 3   
               
               
                 245 
                 CH 3   
                 2,6-difluoro-4-cyanophenyl 
                 CH 3   
               
               
                 246 
                 CH 3   
                 2,6-difluoro-4-methylphenyl 
                 OH 
               
               
                 247 
                 CH 3   
                 2,6-difluoro-4-methylphenyl 
                 F 
               
               
                 248 
                 CH 3   
                 2,6-difluoro-4-methylphenyl 
                 Cl 
               
               
                 249 
                 CH 3   
                 2,6-difluoro-4-methylphenyl 
                 OCH 3   
               
               
                 250 
                 CH 3   
                 2,6-difluoro-4-methylphenyl 
                 CH 3   
               
               
                 251 
                 CH 3   
                 2,6-dichloro-4-methoxyphenyl 
                 OH 
               
               
                 252 
                 CH 3   
                 2,6-dichloro-4-methoxyphenyl 
                 F 
               
               
                 253 
                 CH 3   
                 2,6-dichloro-4-methoxyphenyl 
                 Cl 
               
               
                 254 
                 CH 3   
                 2,6-dichloro-4-methoxyphenyl 
                 OCH 3   
               
               
                 255 
                 CH 3   
                 2,6-dichloro-4-methoxyphenyl 
                 CH 3   
               
               
                 256 
                 CH 3   
                 2,6-dichloro-4- 
                 OH 
               
               
                   
                   
                 trifluoromethoxyphenyl 
               
               
                 257 
                 CH 3   
                 2,6-dichloro-4- 
                 F 
               
               
                   
                   
                 trifluoromethoxyphenyl 
               
               
                 258 
                 CH 3   
                 2,6-dichloro-4- 
                 Cl 
               
               
                   
                   
                 trifluoromethoxyphenyl 
               
               
                 259 
                 CH 3   
                 2,6-dichloro-4- 
                 OCH 3   
               
               
                   
                   
                 trifluoromethoxyphenyl 
               
               
                 260 
                 CH 3   
                 2,6-dichloro-4- 
                 CH 3   
               
               
                   
                   
                 trifluoromethoxyphenyl 
               
               
                 261 
                 CH 3   
                 2,6-dichloro-4-trifluoromethylphenyl 
                 OH 
               
               
                 262 
                 CH 3   
                 2,6-dichloro-4-trifluoromethylphenyl 
                 F 
               
               
                 263 
                 CH 3   
                 2,6-dichloro-4-trifluoromethylphenyl 
                 Cl 
               
               
                 264 
                 CH 3   
                 2,6-dichloro-4-trifluoromethylphenyl 
                 OCH 3   
               
               
                 265 
                 CH 3   
                 2,6-dichloro-4-trifluoromethylphenyl 
                 CH 3   
               
               
                 266 
                 CH 3   
                 2,6-dichloro-4-cyanophenyl 
                 OH 
               
               
                 267 
                 CH 3   
                 2,6-dichloro-4-cyanophenyl 
                 F 
               
               
                 268 
                 CH 3   
                 2,6-dichloro-4-cyanophenyl 
                 Cl 
               
               
                 269 
                 CH 3   
                 2,6-dichloro-4-cyanophenyl 
                 OCH 3   
               
               
                 270 
                 CH 3   
                 2,6-dichloro-4-cyanophenyl 
                 CH 3   
               
               
                 271 
                 CH 3   
                 2,6-dichloro-4-methylphenyl 
                 OH 
               
               
                 272 
                 CH 3   
                 2,6-dichloro-4-methylphenyl 
                 F 
               
               
                 273 
                 CH 3   
                 2,6-dichloro-4-methylphenyl 
                 Cl 
               
               
                 274 
                 CH 3   
                 2,6-dichloro-4-methylphenyl 
                 OCH 3   
               
               
                 275 
                 CH 3   
                 2,6-dichloro-4-methylphenyl 
                 CH 3   
               
               
                 276 
                 CH 3   
                 pentafluorophenyl 
                 OH 
               
               
                 277 
                 CH 3   
                 pentafluorophenyl 
                 F 
               
               
                 278 
                 CH 3   
                 pentafluorophenyl 
                 Cl 
               
               
                 279 
                 CH 3   
                 pentafluorophenyl 
                 OCH 3   
               
               
                 280 
                 CH 3   
                 pentafluorophenyl 
                 CH 3   
               
               
                 281 
                 CH 2 CH 3   
                 2-fluorophenyl 
                 OH 
               
               
                 282 
                 CH 2 CH 3   
                 2-fluorophenyl 
                 Cl 
               
               
                 283 
                 CH 2 CH 3   
                 2-chlorophenyl 
                 OH 
               
               
                 284 
                 CH 2 CH 3   
                 2-chlorophenyl 
                 Cl 
               
               
                 285 
                 CH 2 CH 3   
                 2-trifluoromethylphenyl 
                 OH 
               
               
                 286 
                 CH 2 CH 3   
                 2-trifluoromethylphenyl 
                 Cl 
               
               
                 287 
                 CH 2 CH 3   
                 2-methylphenyl 
                 OH 
               
               
                 288 
                 CH 2 CH 3   
                 2-methylphenyl 
                 Cl 
               
               
                 289 
                 CH 2 CH 3   
                 2,3-difluorophenyl 
                 OH 
               
               
                 290 
                 CH 2 CH 3   
                 2,3-difluorophenyl 
                 Cl 
               
               
                 291 
                 CH 2 CH 3   
                 2,4-difluorophenyl 
                 OH 
               
               
                 292 
                 CH 2 CH 3   
                 2,4-difluorophenyl 
                 Cl 
               
               
                 293 
                 CH 2 CH 3   
                 2,5-difluorophenyl 
                 OH 
               
               
                 294 
                 CH 2 CH 3   
                 2,5-difluorophenyl 
                 Cl 
               
               
                 295 
                 CH 2 CH 3   
                 2,6-difluorophenyl 
                 OH 
               
               
                 296 
                 CH 2 CH 3   
                 2,6-difluorophenyl 
                 Cl 
               
               
                 297 
                 CH 2 CH 3   
                 2,3-dichlorophenyl 
                 OH 
               
               
                 298 
                 CH 2 CH 3   
                 2,3-dichlorophenyl 
                 Cl 
               
               
                 299 
                 CH 2 CH 3   
                 2,4-dichlorophenyl 
                 OH 
               
               
                 300 
                 CH 2 CH 3   
                 2,4-dichlorophenyl 
                 Cl 
               
               
                 301 
                 CH 2 CH 3   
                 2,5-dichlorophenyl 
                 OH 
               
               
                 302 
                 CH 2 CH 3   
                 2,5-dichlorophenyl 
                 Cl 
               
               
                 303 
                 CH 2 CH 3   
                 2,6-dichlorophenyl 
                 OH 
               
               
                 304 
                 CH 2 CH 3   
                 2,6-dichlorophenyl 
                 Cl 
               
               
                 305 
                 CH 2 CH 3   
                 2-chloro-3-fluorophenyl 
                 OH 
               
               
                 306 
                 CH 2 CH 3   
                 2-chloro-3-fluorophenyl 
                 Cl 
               
               
                 307 
                 CH 2 CH 3   
                 2-chloro-4-fluorophenyl 
                 OH 
               
               
                 308 
                 CH 2 CH 3   
                 2-chloro-4-fluorophenyl 
                 Cl 
               
               
                 309 
                 CH 2 CH 3   
                 2-chloro-5-fluorophenyl 
                 OH 
               
               
                 310 
                 CH 2 CH 3   
                 2-chloro-5-fluorophenyl 
                 Cl 
               
               
                 311 
                 CH 2 CH 3   
                 2-chloro-6-fluorophenyl 
                 OH 
               
               
                 312 
                 CH 2 CH 3   
                 2-chloro-6-fluorophenyl 
                 Cl 
               
               
                 313 
                 CH 2 CH 3   
                 3-chloro-2-fluorophenyl 
                 OH 
               
               
                 314 
                 CH 2 CH 3   
                 3-chloro-2-fluorophenyl 
                 Cl 
               
               
                 315 
                 CH 2 CH 3   
                 4-chloro-2-fluorophenyl 
                 OH 
               
               
                 316 
                 CH 2 CH 3   
                 4-chloro-2-fluorophenyl 
                 Cl 
               
               
                 317 
                 CH 2 CH 3   
                 5-chloro-2-fluorophenyl 
                 OH 
               
               
                 318 
                 CH 2 CH 3   
                 5-chloro-2-fluorophenyl 
                 Cl 
               
               
                 319 
                 CH 2 CH 3   
                 2-fluoro-3-trifluoromethylphenyl 
                 OH 
               
               
                 320 
                 CH 2 CH 3   
                 2-fluoro-3-trifluoromethylphenyl 
                 Cl 
               
               
                 321 
                 CH 2 CH 3   
                 2-fluoro-4-trifluoromethylphenyl 
                 OH 
               
               
                 322 
                 CH 2 CH 3   
                 2-fluoro-4-trifluoromethylphenyl 
                 Cl 
               
               
                 323 
                 CH 2 CH 3   
                 2-fluoro-5-trifluoromethylphenyl 
                 OH 
               
               
                 324 
                 CH 2 CH 3   
                 2-fluoro-5-trifluoromethylphenyl 
                 Cl 
               
               
                 325 
                 CH 2 CH 3   
                 2-fluoro-6-trifluoromethylphenyl 
                 OH 
               
               
                 326 
                 CH 2 CH 3   
                 2-fluoro-6-trifluoromethylphenyl 
                 Cl 
               
               
                 327 
                 CH 2 CH 3   
                 2-chloro-3-trifluoromethylphenyl 
                 OH 
               
               
                 328 
                 CH 2 CH 3   
                 2-chloro-3-trifluoromethylphenyl 
                 Cl 
               
               
                 329 
                 CH 2 CH 3   
                 2-chloro-4-trifluoromethylphenyl 
                 OH 
               
               
                 330 
                 CH 2 CH 3   
                 2-chloro-4-trifluoromethylphenyl 
                 Cl 
               
               
                 331 
                 CH 2 CH 3   
                 2-chloro-5-trifluoromethylphenyl 
                 OH 
               
               
                 332 
                 CH 2 CH 3   
                 2-chloro-5-trifluoromethylphenyl 
                 Cl 
               
               
                 333 
                 CH 2 CH 3   
                 2-chloro-6-trifluoromethylphenyl 
                 OH 
               
               
                 334 
                 CH 2 CH 3   
                 2-chloro-6-trifluoromethylphenyl 
                 Cl 
               
               
                 335 
                 CH 2 CH 3   
                 4-fluoro-2-trifluoromethylphenyl 
                 OH 
               
               
                 336 
                 CH 2 CH 3   
                 4-fluoro-2-trifluoromethylphenyl 
                 Cl 
               
               
                 337 
                 CH 2 CH 3   
                 4-chloro-2-trifluoromethylphenyl 
                 OH 
               
               
                 338 
                 CH 2 CH 3   
                 4-chloro-2-trifluoromethylphenyl 
                 Cl 
               
               
                 339 
                 CH 2 CH 3   
                 2-fluoro-3-methylphenyl 
                 OH 
               
               
                 340 
                 CH 2 CH 3   
                 2-fluoro-3-methylphenyl 
                 Cl 
               
               
                 341 
                 CH 2 CH 3   
                 2-fluoro-4-methylphenyl 
                 OH 
               
               
                 342 
                 CH 2 CH 3   
                 2-fluoro-4-methylphenyl 
                 Cl 
               
               
                 343 
                 CH 2 CH 3   
                 2-fluoro-5-methylphenyl 
                 OH 
               
               
                 344 
                 CH 2 CH 3   
                 2-fluoro-5-methylphenyl 
                 Cl 
               
               
                 345 
                 CH 2 CH 3   
                 2-fluoro-6-methylphenyl 
                 OH 
               
               
                 346 
                 CH 2 CH 3   
                 2-fluoro-6-methylphenyl 
                 Cl 
               
               
                 347 
                 CH 2 CH 3   
                 2-chloro-3-methylphenyl 
                 OH 
               
               
                 348 
                 CH 2 CH 3   
                 2-chloro-3-methylphenyl 
                 Cl 
               
               
                 349 
                 CH 2 CH 3   
                 2-chloro-4-methylphenyl 
                 OH 
               
               
                 350 
                 CH 2 CH 3   
                 2-chloro-4-methylphenyl 
                 Cl 
               
               
                 351 
                 CH 2 CH 3   
                 2-chloro-5-methylphenyl 
                 OH 
               
               
                 352 
                 CH 2 CH 3   
                 2-chloro-5-methylphenyl 
                 Cl 
               
               
                 353 
                 CH 2 CH 3   
                 2-chloro-6-methylphenyl 
                 OH 
               
               
                 354 
                 CH 2 CH 3   
                 2-chloro-6-methylphenyl 
                 Cl 
               
               
                 355 
                 CH 2 CH 3   
                 4-fluoro-2-methylphenyl 
                 OH 
               
               
                 356 
                 CH 2 CH 3   
                 4-fluoro-2-methylphenyl 
                 Cl 
               
               
                 357 
                 CH 2 CH 3   
                 4-chloro-2-methylphenyl 
                 OH 
               
               
                 358 
                 CH 2 CH 3   
                 4-chloro-2-methylphenyl 
                 Cl 
               
               
                 359 
                 CH 2 CH 3   
                 2,4,6-trifluorophenyl 
                 OH 
               
               
                 360 
                 CH 2 CH 3   
                 2,4,6-trifluorophenyl 
                 Cl 
               
               
                 361 
                 CH 2 CH 3   
                 2,3,6-trifluorophenyl 
                 OH 
               
               
                 362 
                 CH 2 CH 3   
                 2,3,6-trifluorophenyl 
                 Cl 
               
               
                 363 
                 CH 2 CH 3   
                 2,3,4-trifluorophenyl 
                 OH 
               
               
                 364 
                 CH 2 CH 3   
                 2,3,4-trifluorophenyl 
                 Cl 
               
               
                 365 
                 CH 2 CH 3   
                 2,4,6-trichlorophenyl 
                 OH 
               
               
                 366 
                 CH 2 CH 3   
                 2,4,6-trichlorophenyl 
                 Cl 
               
               
                 367 
                 CH 2 CH 3   
                 2,3,6-trichlorophenyl 
                 OH 
               
               
                 368 
                 CH 2 CH 3   
                 2,3,6-trichlorophenyl 
                 Cl 
               
               
                 369 
                 CH 2 CH 3   
                 2,3,4-trichlorophenyl 
                 OH 
               
               
                 370 
                 CH 2 CH 3   
                 2,3,4-trichlorophenyl 
                 Cl 
               
               
                 371 
                 CH 2 CH 3   
                 2,6-difluoro-4-methoxyphenyl 
                 OH 
               
               
                 372 
                 CH 2 CH 3   
                 2,6-difluoro-4-methoxyphenyl 
                 Cl 
               
               
                 373 
                 CH 2 CH 3   
                 2,6-difluoro-4- 
                 OH 
               
               
                   
                   
                 trifluoromethoxyphenyl 
               
               
                 374 
                 CH 2 CH 3   
                 2,6-difluoro-4- 
                 Cl 
               
               
                   
                   
                 trifluoromethoxyphenyl 
               
               
                 375 
                 CH 2 CH 3   
                 2,6-difluoro-4- 
                 OH 
               
               
                   
                   
                 trifluoromethylphenyl 
               
               
                 376 
                 CH 2 CH 3   
                 2,6-difluoro-4- 
                 Cl 
               
               
                   
                   
                 trifluoromethylphenyl 
               
               
                 377 
                 CH 2 CH 3   
                 2,6-difluoro-4-cyanophenyl 
                 OH 
               
               
                 378 
                 CH 2 CH 3   
                 2,6-difluoro-4-cyanophenyl 
                 Cl 
               
               
                 379 
                 CH 2 CH 3   
                 2,6-difluoro-4-methylphenyl 
                 OH 
               
               
                 380 
                 CH 2 CH 3   
                 2,6-difluoro-4-methylphenyl 
                 Cl 
               
               
                 381 
                 CH 2 CH 3   
                 2,6-dichloro-4-methoxyphenyl 
                 OH 
               
               
                 382 
                 CH 2 CH 3   
                 2,6-dichloro-4-methoxyphenyl 
                 Cl 
               
               
                 383 
                 CH 2 CH 3   
                 2,6-dichloro-4- 
                 OH 
               
               
                   
                   
                 trifluoromethoxyphenyl 
               
               
                 384 
                 CH 2 CH 3   
                 2,6-dichloro-4- 
                 Cl 
               
               
                   
                   
                 trifluoromethoxyphenyl 
               
               
                 385 
                 CH 2 CH 3   
                 2,6-dichloro-4- 
                 OH 
               
               
                   
                   
                 trifluoromethylphenyl 
               
               
                 386 
                 CH 2 CH 3   
                 2,6-dichloro-4- 
                 Cl 
               
               
                   
                   
                 trifluoromethylphenyl 
               
               
                 387 
                 CH 2 CH 3   
                 2,6-dichloro-4-cyanophenyl 
                 OH 
               
               
                 388 
                 CH 2 CH 3   
                 2,6-dichloro-4-cyanophenyl 
                 Cl 
               
               
                 389 
                 CH 2 CH 3   
                 2,6-dichloro-4-methylphenyl 
                 OH 
               
               
                 390 
                 CH 2 CH 3   
                 2,6-dichloro-4-methylphenyl 
                 Cl 
               
               
                 391 
                 CH 2 CH 3   
                 pentafluorophenyl 
                 OH 
               
               
                 392 
                 CH 2 CH 3   
                 pentafluorophenyl 
                 Cl 
               
               
                   
               
            
           
           
               
            
               
                 where 
               
               
                 a) 392 compounds of formula (I.a): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 b) 392 compounds of formula (I.b): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 c) 392 compounds of formula (I.c): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 d) 392 compounds of formula (I.d): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 e) 392 compounds of formula (I.e): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 f) 392 compounds of formula (I.f): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 g) 392 compounds of formula (I.g): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 h) 392 compounds of formula (I.h): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 i) 392 compounds of formula (I.i): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 j) 392 compounds of formula (I.j): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 k) 392 compounds of formula (I.k): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 l) 392 compounds of formula (I.l): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 m) 392 compounds of formula (I.m): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 n) 392 compounds of formula (I.n): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 o) 392 compounds of formula (I.o): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 p) 392 compounds of formula (I.p): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 q) 392 compounds of formula (I.q): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 r) 392 compounds of formula (I.r): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 s) 392 compounds of formula (I.s): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 t) 392 compounds of formula (I.t): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 u) 392 compounds of formula (I.u): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 v) 392 compounds of formula (I.v): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 w) 392 compounds of formula (I.w): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 x) 392 compounds of formula (I.x): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 y) 392 compounds of formula (I.y): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 z) 392 compounds of formula (I.z): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 aa) 392 compounds of formula (I.aa): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 ab) 392 compounds of formula (I.ab): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  , R 3  and R 4  are as defined in Table 1. 
               
               
                 ac) 392 compounds of formula (I.ac): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 ad) 392 compounds of formula (I.ad): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 ae) 392 compounds of formula (I.ae): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 af) 392 compounds of formula (I.af): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 ag) 392 compounds of formula (I.ag): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 ah) 392 compounds of formula (I.ah): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 ai) 392 compounds of formula (I.ai): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 aj) 392 compounds of formula (I.aj): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 ak) 392 compounds of formula (I.ak): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 al) 392 compounds of formula (I.al): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 am) 392 compounds of formula (I.am): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 an) 392 compounds of formula (I.an): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 ao) 392 compounds of formula (I.ao): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 ap) 392 compounds of formula (I.ap): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 aq) 392 compounds of formula (I.aq): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 ar) 392 compounds of formula (I.ar): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 as) 392 compounds of formula (I.as): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 at) 392 compounds of formula (I.at): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 au) 392 compounds of formula (I.au): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 av) 392 compounds of formula (I.av): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                 aw) 392 compounds of formula (I.aw): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1 , R 3  and R 4  are as defined in Table 1. 
               
               
                   
               
            
           
         
       
     
     
       
         
           
               
             
               
                 TABLE 2 
               
             
            
               
                   
               
               
                 individual compounds of formula II according to the invention 
               
            
           
           
               
               
               
            
               
                 Compound 
                   
                   
               
               
                 No. 
                 R 1   
                 R 3   
               
               
                   
               
               
                 001 
                 CH 3   
                 2-fluorophenyl 
               
               
                 002 
                 CH 3   
                 2-chlorophenyl 
               
               
                 003 
                 CH 3   
                 2-trifluoromethylphenyl 
               
               
                 004 
                 CH 3   
                 2-methylphenyl 
               
               
                 005 
                 CH 3   
                 2,3-difluorophenyl 
               
               
                 006 
                 CH 3   
                 2,4-difluorophenyl 
               
               
                 007 
                 CH 3   
                 2,5-difluorophenyl 
               
               
                 008 
                 CH 3   
                 2,6-difluorophenyl 
               
               
                 009 
                 CH 3   
                 2,3-dichlorophenyl 
               
               
                 010 
                 CH 3   
                 2,4-dichlorophenyl 
               
               
                 011 
                 CH 3   
                 2,5-dichlorophenyl 
               
               
                 012 
                 CH 3   
                 2,6-dichlorophenyl 
               
               
                 013 
                 CH 3   
                 2-chloro-3-fluorophenyl 
               
               
                 014 
                 CH 3   
                 2-chloro-4-fluorophenyl 
               
               
                 015 
                 CH 3   
                 2-chloro-5-fluorophenyl 
               
               
                 016 
                 CH 3   
                 2-chloro-6-fluorophenyl 
               
               
                 017 
                 CH 3   
                 3-chloro-2-fluorophenyl 
               
               
                 018 
                 CH 3   
                 4-chloro-2-fluorophenyl 
               
               
                 019 
                 CH 3   
                 5-chloro-2-fluorophenyl 
               
               
                 020 
                 CH 3   
                 2-fluoro-3-trifluoromethylphenyl 
               
               
                 021 
                 CH 3   
                 2-fluoro-4-trifluoromethylphenyl 
               
               
                 022 
                 CH 3   
                 2-fluoro-5-trifluoromethylphenyl 
               
               
                 023 
                 CH 3   
                 2-fluoro-6-trifluoromethylphenyl 
               
               
                 024 
                 CH 3   
                 2-chloro-3-trifluoromethylphenyl 
               
               
                 025 
                 CH 3   
                 2-chloro-4-trifluoromethylphenyl 
               
               
                 026 
                 CH 3   
                 2-chloro-5-trifluoromethylphenyl 
               
               
                 027 
                 CH 3   
                 2-chloro-6-trifluoromethylphenyl 
               
               
                 028 
                 CH 3   
                 4-fluoro-2-trifluoromethylphenyl 
               
               
                 029 
                 CH 3   
                 4-chloro-2-tnfluoromethylphenyl 
               
               
                 030 
                 CH 3   
                 2-fluoro-3-methylphenyl 
               
               
                 031 
                 CH 3   
                 2-fluoro-4-methylphenyl 
               
               
                 032 
                 CH 3   
                 2-fluoro-5-methylphenyl 
               
               
                 033 
                 CH 3   
                 2-fluoro-6-methylphenyl 
               
               
                 034 
                 CH 3   
                 2-chloro-3-methylphenyl 
               
               
                 035 
                 CH 3   
                 2-chloro-4-methylphenyl 
               
               
                 036 
                 CH 3   
                 2-chloro-5-methylphenyl 
               
               
                 037 
                 CH 3   
                 2-chloro-6-methylphenyl 
               
               
                 038 
                 CH 3   
                 4-fluoro-2-methylphenyl 
               
               
                 039 
                 CH 3   
                 4-chloro-2-methylphenyl 
               
               
                 040 
                 CH 3   
                 2,4,6-trifluorophenyl 
               
               
                 041 
                 CH 3   
                 2,3,6-trifluorophenyl 
               
               
                 042 
                 CH 3   
                 2,3,4-trifluorophenyl 
               
               
                 043 
                 CH 3   
                 2,4,6-trichlorophenyl 
               
               
                 044 
                 CH 3   
                 2,3,6-trichlorophenyl 
               
               
                 045 
                 CH 3   
                 2,3,4-trichlorophenyl 
               
               
                 046 
                 CH 3   
                 2,6-difluoro-4-methoxyphenyl 
               
               
                 047 
                 CH 3   
                 2,6-difluoro-4-trifluoromethoxyphenyl 
               
               
                 048 
                 CH 3   
                 2,6-difluoro-4-trifluoromethylphenyl 
               
               
                 049 
                 CH 3   
                 2,6-difluoro-4-cyanoyphenyl 
               
               
                 050 
                 CH 3   
                 2.6-difluoro-4-methylphenyl 
               
               
                 051 
                 CH 3   
                 2,6-dichloro-4-methoxyphenyl 
               
               
                 052 
                 CH 3   
                 2,6-dichloro-4-trifluoromethoxyphenyl 
               
               
                 053 
                 CH 3   
                 2,6-dichloro-4-trifluoromethylphenyl 
               
               
                 054 
                 CH 3   
                 2,6-dichloro-4-cyanophenyl 
               
               
                 055 
                 CH 3   
                 2,6-dichloro-4-methylphenyl 
               
               
                 056 
                 CH 3   
                 pentafluorophenyl 
               
               
                 057 
                 CH 2 CH 3   
                 2-fluorophenyl 
               
               
                 058 
                 CH 2 CH 3   
                 2-chlorophenyl 
               
               
                 059 
                 CH 2 CH 3   
                 2-trifluoromethylphenyl 
               
               
                 060 
                 CH 2 CH 3   
                 2-methylphenyl 
               
               
                 061 
                 CH 2 CH 3   
                 2,3-difluorophenyl 
               
               
                 062 
                 CH 2 CH 3   
                 2,4-difluorophenyl 
               
               
                 063 
                 CH 2 CH 3   
                 2,5-difluorophenyl 
               
               
                 064 
                 CH 2 CH 3   
                 2,6-difluorophenyl 
               
               
                 065 
                 CH 2 CH 3   
                 2,3-dichlorophenyl 
               
               
                 066 
                 CH 2 CH 3   
                 2,4-dichlorophenyl 
               
               
                 067 
                 CH 2 CH 3   
                 2,5-dichlorophenyl 
               
               
                 068 
                 CH 2 CH 3   
                 2,6-dichlorophenyl 
               
               
                 069 
                 CH 2 CH 3   
                 2-chloro-3-fluorophenyl 
               
               
                 070 
                 CH 2 CH 3   
                 2-chloro-4-fluorophenyl 
               
               
                 071 
                 CH 2 CH 3   
                 2-chloro-5-fluorophenyl 
               
               
                 072 
                 CH 2 CH 3   
                 2-chloro-6-fluorophenyl 
               
               
                 073 
                 CH 2 CH 3   
                 3-chloro-2-fluorophenyl 
               
               
                 074 
                 CH 2 CH 3   
                 4-chloro-2-fluorophenyl 
               
               
                 075 
                 CH 2 CH 3   
                 5-chloro-2-fluorophenyl 
               
               
                 076 
                 CH 2 CH 3   
                 2-fluoro-3-trifluoromethylphenyl 
               
               
                 077 
                 CH 2 CH 3   
                 2-fluoro-4-trifluoromethylphenyl 
               
               
                 078 
                 CH 2 CH 3   
                 2-fluoro-5-trifluoromethylphenyl 
               
               
                 079 
                 CH 2 CH 3   
                 2-fluoro-6-trifiuoromethylphenyl 
               
               
                 080 
                 CH 2 CH 3   
                 2-chloro-3-trifluoromethylphenyl 
               
               
                 081 
                 CH 2 CH 3   
                 2-chloro-4-trifluoromethylphenyl 
               
               
                 082 
                 CH 2 CH 3   
                 2-chloro-5-trifluoromethylphenyl 
               
               
                 083 
                 CH 2 CH 3   
                 2-chloro-6-trifluoromethylphenyl 
               
               
                 084 
                 CH 2 CH 3   
                 4-fluoro-2-trifluoromethylphenyl 
               
               
                 085 
                 CH 2 CH 3   
                 4-chloro-2-trifluoromethylphenyl 
               
               
                 086 
                 CH 2 CH 3   
                 2-fluoro-3-methylphenyl 
               
               
                 087 
                 CH 2 CH 3   
                 2-fluoro-4-methylphenyl 
               
               
                 088 
                 CH 2 CH 3   
                 2-fluoro-5-methylphenyl 
               
               
                 089 
                 CH 2 CH 3   
                 2-fluoro-6-methylphenyl 
               
               
                 090 
                 CH 2 CH 3   
                 2-chloro-3-methylphenyl 
               
               
                 091 
                 CH 2 CH 3   
                 2-chloro-4-methylphenyl 
               
               
                 092 
                 CH 2 CH 3   
                 2-chloro-5-methylphenyl 
               
               
                 093 
                 CH 2 CH 3   
                 2-chloro-6-methylphenyl 
               
               
                 094 
                 CH 2 CH 3   
                 4-fluoro-2-methylphenyl 
               
               
                 095 
                 CH 2 CH 3   
                 4-chloro-2-methylphenyl 
               
               
                 096 
                 CH 2 CH 3   
                 2,4,6-trifluorophenyl 
               
               
                 097 
                 CH 2 CH 3   
                 2,3,6-trifluorophenyl 
               
               
                 098 
                 CH 2 CH 3   
                 2,3,4-trifluorophenyl 
               
               
                 099 
                 CH 2 CH 3   
                 2,4,6-trichlorophenyl 
               
               
                 100 
                 CH 2 CH 3   
                 2,3,6-trichlorophenyl 
               
               
                 101 
                 CH 2 CH 3   
                 2,3,4-trichlorophenyl 
               
               
                 102 
                 CH 2 CH 3   
                 2,6-difluoro-4-methoxyphenyl 
               
               
                 103 
                 CH 2 CH 3   
                 2,6-difluoro-4-trifluoromethoxyphenyl 
               
               
                 104 
                 CH 2 CH 3   
                 2,6-difluoro-4-trifluoromethylphenyl 
               
               
                 105 
                 CH 2 CH 3   
                 2,6-difluoro-4-cyanoyphenyl 
               
               
                 106 
                 CH 2 CH 3   
                 2,6-difluoro-4-methylphenyl 
               
               
                 107 
                 CH 2 CH 3   
                 2,6-dichloro-4-methoxyphenyl 
               
               
                 108 
                 CH 2 CH 3   
                 2,6-dichloro-4-trifluoromethoxyphenyl 
               
               
                 109 
                 CH 2 CH 3   
                 2,6-dichloro-4-trifluoromethylphenyl 
               
               
                 110 
                 CH 2 CH 3   
                 2,6-dichloro-4-cyanophenyl 
               
               
                 111 
                 CH 2 CH 3   
                 2,6-dichloro-4-methylphenyl 
               
               
                 112 
                 CH 2 CH 3   
                 pentafluorophenyl 
               
               
                   
               
            
           
           
               
            
               
                 where 
               
               
                 a) 112 compounds of formula (II.a): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 b) 112 compounds of formula (II.b): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 c) 112 compounds of formula (II.c): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 d) 112 compounds of formula (II.d): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 e) 112 compounds of formula (II.e): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 f) 112 compounds of formula (II.f): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 g) 112 compounds of formula (II.g): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 h) 112 compounds of formula (II.h): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 i) 112 compounds of formula (II.i): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 j) 112 compounds of formula (II.j): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 k) 112 compounds of formula (II.k): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 l) 112 compounds of formula (II.l): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 m) 112 compounds of formula (II.m): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 n) 112 compounds of formula (II.n): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 o) 112 compounds of formula (II.o): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 p) 112 compounds of formula (II.p): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 q) 112 compounds of formula (II.q): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 r) 112 compounds of formula (II.r): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 s) 112 compounds of formula (II.s): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 t) 112 compounds of formula (II.t): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 u) 112 compounds of formula (II.u): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 v) 112 compounds of formula (II.v): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 w) 112 compounds of formula (II.w): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 x) 112 compounds of formula (II.x): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 y) 112 compounds of formula (II.y): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 z) 112 compounds of formula (II.z): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 aa) 112 compounds of formula (II.aa): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 ab) 112 compounds of formula (II.ab): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 ac) 112 compounds of formula (II.ac): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 ad) 112 compounds of formula (II.ad): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 ae) 112 compounds of formula (II.ae): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 af) 112 compounds of formula (II.af): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 ag) 112 compounds of formula (II.ag): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 ah) 112 compounds of formula (II.ah): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 ai) 112 compounds of formula (II.ai): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 aj) 112 compounds of formula (II.aj): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 ak) 112 compounds of formula (II.ak): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 al) 112 compounds of formula (II.al): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 am) 112 compounds of formula (II.am): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 an) 112 compounds of formula (II.an): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 ao) 112 compounds of formula (II.ao): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 ap) 112 compounds of formula (II.ap): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 aq) 112 compounds of formula (II.aq): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 ar) 112 compounds of formula (II.ar): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 as) 112 compounds of formula (II.as): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 at) 112 compounds of formula (II.at): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 au) 112 compounds of formula (II.au): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 av) 112 compounds of formula (II.av): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
               
                 aw) 112 compounds of formula (II.aw): 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                 wherein R 1  and R 3  are as defined in Table 2. 
               
            
           
         
       
     
     Throughout this description, temperatures are given in degrees Celsius and “%” is percent by weight, unless corresponding concentrations are indicated in other units. 
     Table 3 shows selected melting point (unless otherwise stated, no attempt is made to list all characterising data in all cases) for compounds of Tables 1 and 2. 
     
       
         
           
               
             
               
                 TABLE 3 
               
             
            
               
                   
               
               
                 Melting point for compounds of Tables 1 and 2 
               
            
           
           
               
               
               
            
               
                   
                 Compound Number 
                 m.p. (° C.) 
               
               
                   
                   
               
               
                   
                 I.a.196 
                 230-232 
               
               
                   
                 I.a.197 
                 84-86 
               
               
                   
                 I.a.198 
                 106-107 
               
               
                   
                 I.a.199 
                 109-111 
               
               
                   
                 I.a.200 
                 103-105 
               
               
                   
                 I.a.254 
                 116-118 
               
               
                   
                 I.b.199 
                 147-148 
               
               
                   
                 I.f.196 
                 194-195 
               
               
                   
                 I.f.198 
                 59-60 
               
               
                   
                 I.h.196 
                 249-251 
               
               
                   
                 I.h.197 
                 71-74 
               
               
                   
                 I.h.198 
                 90-92 
               
               
                   
                 I.h.199 
                 124-125 
               
               
                   
                 I.h.200 
                 100-102 
               
               
                   
                 I.h.254 
                 130-133 
               
               
                   
                 I.j.197 
                 91-92 
               
               
                   
                 I.j.198 
                 102-103 
               
               
                   
                 I.j.199 
                 111-112 
               
               
                   
                 I.j.200 
                 111-113 
               
               
                   
                 I.j.359 
                 222-223 
               
               
                   
                 I.k.197 
                 65-67 
               
               
                   
                 I.k.198 
                 77-78 
               
               
                   
                 I.k.199 
                 165-171 
               
               
                   
                 I.k.254 
                 169-171 
               
               
                   
                 I.l.196 
                 239-241 
               
               
                   
                 I.l.198 
                 131-132 
               
               
                   
                 I.l.199 
                 134-136 
               
               
                   
                 I.ad.196 
                 246-247 
               
               
                   
                 I.ad.198 
                 154-155 
               
               
                   
                 I.ae.078 
                 166-167 
               
               
                   
                 I.ae.080 
                 177-178 
               
               
                   
                 I.ae.198 
                 182-183 
               
               
                   
                 I.ae.199 
                 123-124 
               
               
                   
                 I.ae.200 
                 126-127 
               
               
                   
                 I.ai.198 
                 185-188 
               
               
                   
                 I.aj.078 
                 121-122 
               
               
                   
                 I.aj.079 
                 107-110 
               
               
                   
                 I.ak.196 
                 257-259 
               
               
                   
                 I.ak.198 
                 160-161 
               
               
                   
                 I.ak.199 
                 129-130 
               
               
                   
                 I.ak.200 
                 138-139 
               
               
                   
                 I.am.198 
                 138-139 
               
               
                   
                 I.aw.198 
                 131-132 
               
               
                   
                 II.a.040 
                 160-162 
               
               
                   
                 II.f.040 
                 158-159 
               
               
                   
                 II.h.040 
                 134-136 
               
               
                   
                 II.j.040 
                 155-156 
               
               
                   
                 II.j.096 
                 173-175 
               
               
                   
                 II.l.040 
                 156-158 
               
               
                   
                 II.v.040 
                 152-155 
               
               
                   
                 II.ad.040 
                 129-130 
               
               
                   
                   
               
            
           
         
       
     
     The compounds according to the present invention can be prepared according to the above-mentioned reaction schemes, in which, unless otherwise stated, the definition of each variable is as defined above for a compound of formula (I). 
     BIOLOGICAL EXAMPLES  
       Alternaria solani /Tomato/Preventive (Action Against  Alternaria  on Tomato) 
     4 weeks old tomato plants cv. Roter Gnom are treated with the formulated test compound in a spray chamber. Two days after application tomato plants are inoculated by spraying a spore suspension on the test plants. After an incubation period of 4 days at 22° C./18° C. and 95% r.h. in a greenhouse the disease incidence is assessed. 
     Compounds of formula I according to the invention, in particular compounds I.a.198, I.h.197, I.h.198, I.h.199, I.h.200, I.j.197, I.j.198, I.j.199, I.j.200, I.k.197, I.k.198, I.k.199, I.k.200, I.l.197, I.l.198, I.l.199, I.l.200, I.ae.197, I.ae.198, I.ae.199 and I.ae.200 at 200 ppm inhibit fungal infestation in this test to at least 80%, while under the same conditions untreated control plants are infected by the phytopathogenic fungi to over 80%. 
       Botrytis cinerea /Tomato/Preventive (Action Against  Botrytis  on Tomato) 
     4 weeks old tomato plants cv. Roter Gnom are treated with the formulated test compound in a spray chamber. Two days after application tomato plants are inoculated by spraying a spore suspension on the test plants. After an incubation period of 3 days at 20° C. and 95% r. h. in a greenhouse the disease incidence is assessed. 
     Compounds of formula I according to the invention, in particular compounds I.a.197, I.a.198, I.a.199, I.a.200, I.h.197, I.h.198, I.h.199, I.h.200, I.j.197, I.j.198, I.j.199, I.j.200, I.k.197, I.k.198, I.l.197, I.l.198, I.l.199, I.l.200, I.ae.197, I.ae.198, I.ae.199 and I.ae.200 at 200 ppm inhibit fungal infestation in this test to at least 80%, while under the same conditions untreated control plants are infected by the phytopathogenic fungi to over 80%. 
       Puccinia recondite /Wheat/Preventive (Action Against Brown Rust on Wheat) 
     1 week old wheat plants cv. Arina are treated with the formulated test compound in a spray chamber. One day after application wheat plants are inoculated by spraying a spore suspension (1×105 uredospores/ml) on the test plants. After an incubation period of 1 day at 20° C. and 95% r h. plants are kept for 10 days 20° C./18° C. (day/night) and 60% r.h. in a greenhouse. The disease incidence is assessed 11 days after inoculation. 
     Compounds of formula I according to the invention, in particular compounds I.a.197, I.a.198, I.a.200, I.h.197, I.h.198, I.h.199, I.h.200, I.j.197, I.j.198, I.j.199, I.j.200, I.k.197, I.k.198, I.k.199, I.k.200, I.l.197, I.l.198, I.l.199, I.l.200, I.ae.197, I.ae.198, I.ae.199 and I.ae.200 at 200 ppm inhibits fungal infestation in this test to at least 80%, while under the same conditions untreated control plants are infected by the phytopathogenic fungi to over 80%. 
       Magnaporthe arisea  ( Pyricularia oryzae )/Rice/Preventive (Action Against Rice Blast) 
     3 weeks old rice plants cv. Koshihikari are treated with the formulated test compound in a spray chamber. Two days after application rice plants are inoculated by spraying a spore suspension (1×10 5  conidia/ml) on the test plants. After an incubation period of 6 days at 25° C. and 95% r.h. the disease incidence is assessed. 
     Compounds of formula I according to the invention, in particular compounds I.a.198, I.a.199, I.h.197, I.h.198, I.h.199, I.h.200, I.j.197, I.j.198, I.j.199, I.j.200, I.k.197, I.k.198, I.k.200, I.l.197, I.l.198, I.l.199, I.l.200, I.ae.198, I.ae.199 and I.ae.200 at 200 ppm inhibit fungal infestation in this test to at least 80%, while under the same conditions untreated control plants is infected by the phytopathogenic fungi to over 80%. 
       Pyrenophora teres  ( Helminthosporium teres )/Barley/Preventive (Action Against Net Blotch on Barley) 
     1-week-old barley plants cv. Regina are treated with the formulated test compound in a spray chamber. Two days after application barley plants are inoculated by spraying a spore suspension (2.6×10 4  conidia/ml) on the test plants. After an incubation period of 4 days at 20° C. and 95% r.h. the disease incidence is assessed. 
     Compounds of formula I according to the invention, in particular compounds I.a.198, I.a.199, I.a.200, I.h.197, I.h.198, I.h.199, I.h.200, I.j.197, I.j.198, I.j.199, I.j.200, I.k.197, I.k.198, I.k.199, I.k.200, I.l.198, I.l.199, I.l.200, I.ae.197, I.ae.198 and I.ae.200 at 200 ppm inhibit fungal infestation in this test to at least 80%, while under the same conditions untreated control plants are infected by the phytopathogenic fungi to over 80%. 
       Septoria tritici /Wheat/Preventive (Action Against  Septoria  Leaf Spot on Wheat) 
     2 weeks old wheat plants cv. Riband are treated with the formulated test compound in a spray chamber. One day after application wheat plants are inoculated by spraying a spore suspension (10 6  conidia/ml) on the test plants. After an incubation period of 1 day at 22° C./21° C. and 95% r.h. plants are kept at 22° C./21° C. and 70% r.h. in a greenhouse. The disease incidence is assessed 16-18 days after inoculation. 
     Compounds of formula I according to the invention, in particular compounds I.a.197, I.a.198, I.a.199, I.a.200, I.h.197, I.h.198, I.h.199, I.h.200, I.j.197, I.j.198, I.j.199, I.j.200, I.k.197, I.k.198, I.k.199, I.k.200, I.l.197, I.l.198, I.l.199, I.l.200, I.ae.197, I.ae.198, I.ae.199 and I.ae.200 at 200 ppm inhibits fungal infestation in this test to at least 80%, while under the same conditions untreated control plants are infected by the phytopathogenic fungi to over 80%. 
       Uncinula necator /Grape/Preventive (Action Against Powdery Mildew on Grape) 
     5 weeks old grape seedlings cv. Gutedel are treated with the formulated test compound in a spray chamber. One day after application grape plants are inoculated by shaking plants infected with grape powdery mildew above the test plants. After an incubation period of 7 days at 24° C./22° C. and 70% r.h. under a light regime of 14/10 h (light/dark) the disease incidence is assessed. 
     Compounds of formula I according to the invention, in particular compounds I.a.197, I.a.198, I.a.199, I.a.200, I.h.198, I.h.199, I.h.200, I.j.197, I.j.198, I.j.199, I.k.197, I.k.198, I.k.199, I.k.200, I.l.197, I.l.198, I.l.199, I.l.200, I.ae.198, I.ae.199 and I.ae.200 at 200 ppm inhibit fungal infestation in this test to at least 80%, while under the same conditions untreated control plants are infected by the phytopathogenic fungi to over 80%.