Pesticide

Abstract

Composition for controlling insects and representatives of the order Acarina, which comprises a combination of variable amounts of one or more compounds of the formula in which A is an unsubstituted or, depending on the possibility of substitution on the ring system, mono- to tetrasubstituted, aromatic or non-aromatic monocyclic or bicyclic heterocyclic radical, in which the substituents of A can be chosen from the group consisting of C 1 -C 3 alkyl, C 1 -C 3 alkoxy, halogen, halo-C 1 -C 3 alkyl, cyclopropyl, halocyclopropyl, C 2 -C 3 alkenyl, C 2 -C 3 alkynyl, halo-C 2 -C 3 alkenyl, halo-C 2 -C 3 alkynyl, halo-C 1 -C 3 alkoxy, C 1 -C 3 alkylthio, Halo-C 1 -C 3 alkylthio, allyloxy, propargyloxy, allylthio, propargylthio, haloallyloxy, haloallylthio, cyano and nitro; R is hydrogen, C 1 -C 6 alkyl, phenyl-C 1 -C 4 alkyl, C 3 -C 6 cycloalkyl, C 2 -C 6 alkenyl or C 2 -C 6 alkynyl; and X is N—NO 2 or N—CN, in the free form or in salt form, if appropriate tautomers, in the free form or salt form, and one or more of the compounds (I) to (CLXXXIV) mentioned according to the invention and at least one auxiliary. A method of controlling pests, a process for the preparation of the composition, its use and plant propagation material treated with it, and the use of the compound of the formula (A) for the preparation of the composition, are described.

1 . A composition for controlling insects or representatives of the order Acarina, which comprises a combination of variable amounts of one or more compounds of the formula  
       
         
           
           
               
               
           
         
       
       in which 
 A is an unsubstituted or, depending on the possibility of substitution on the ring system, mono- to tetrasubstituted, aromatic or non-aromatic monocyclic or bicyclic heterocyclic radical, in which the substituents of A are chosen from the group consisting of C 1 -C 3 alkyl, C 1 -C 3 alkoxy, halogen, halo-C 1 -C 3 alkyl, cyclopropyl, halocyclopropyl, C 2 -C 3 alkenyl, C 2 -C 3 alkynyl, halo-C 2 -C 3 alkenyl, halo-C 2 -C 3 alkynyl, halo-C 1 -C 3 alkoxy, C 1 -C 3 alkylthio, Halo-C 1 -C 3 alkylthio, allyloxy, propargyloxy, allylthio, propargylthio, haloallyloxy, haloallylthio, cyano and nitro;  
 R is hydrogen, C 1 -C 6 alkyl, phenyl-C 1 -C 4 alkyl, C 3 -C 6 cycloalkyl, C 2 -C 6 alkenyl or C 2 -C 6 alkynyl; and  
 X is N—NO 2  or N—CN,  
 in the free form or in salt form, if appropriate tautomers, in the free form or salt form, and one or more of the compounds:  
                         (I) aldicarb;     (II) azinphos-methyl;     (III) benfuracarb;     (IV) bifenthrin;     (V) buprofezin;     (VI) carbofuran;     (VII) dibutylaminothio;     (VIII) cartap;     (IX) chlorofluazuron;     (X) chloropyrifos;     (XI) cyfluthrin;     (XII) lambda-cyhalothrin;     (XIII) alpha-     cypermethrin;     (XIV) zeta-Cypermethrin;     (XV) deltamethrin;     (XVI) diflubenzuron;     (XVII) endosulfan;     (XVIII) ethiofencarb;     (XIX) fenitrothion;     (XX) fenobucarb;     (XXI) fenvalerate;     (XXII) formothion;     (XXIII) methiocarb;     (XXIV) heptenophos;     (XXV) imidacloprid;     (XXVI) isoprocarb;     (XXVII) methamidophos;     (XXVIII) methomyl;     (XXIX) mevinphos;     (XXX) parathion;     (XXXI) parathion-methyl;     (XXXII) phosalone;     (XXXIII) pirimicarb;     (XXXIV) propoxur;     (XXXV) teflubenzuron;     (XXXVI) terbufos;     (XXXVII) triazamate;     (XXXVIII) abamectin;     (XXXIX) fenobucarb;     (XL) tebufenozide;     (XLII) beta-cyfluthrin;     (XLIII) silafluofen;     (XLIV) fenpyroximate;     (XLV) pyridaben;     (XLVI) fenazaquin;     (XLVII) pyriproxyfen;     (XLVIII) pyrimidifen;     (XLIX) nitenpyram;     (L) NI-25, acetamiprid;     (LII) a plant extract which is active against insects;     (LIII) a preparation which comprises nematodes which are active     against insects;     (LIV) a preparation obtainable from Bacillus subtilis;     (LV) a preparation which comprises fungi which are active against insects;     (LVI) a preparation which comprises viruses which are active against     insects;     (LVII) AC 303 630;     (LVIII) acephate;     (LIX) acrinathrin;     (LX) alanycarb;     (LXI) alphamethrin;     (LXII) amitraz;     (LXIII) AZ 60541;     (LXIV) azinphos A;     (LXV) azinphos M;     (LXVI) azocyclotin;     (LXVII) bendiocarb;     (LXVIII) bensultap;     (LXIX) betacyfluthrin;     (LXX) BPMC;     (LXXI) brofenprox;     (LXXII) bromophos A;     (LXXIII) bufencarb;     (LXXIV) butocarboxin;     (LXXV) butylpyridaben;     (LXXVI) cadusafos;     (LXXVII) carbaryl;     (LXXVIII) carbopheno-thion;     (LXXIX) chloethocarb;     (LXXX) chloroethoxyfos;     (LXXXI) chloromephos;     (LXXXII) cis-res-methrin;     (LXXXIII) clocythrin;     (LXXXIV) clofentezin;     (LXXXV) cyanophos;     (LXXXVI) cycloprothrin;     (LXXXVII) cyhexatin;     (LXXXVIII) demeton M;     (LXXXIX) demeton S;     (XC) demeton-S-methyl;     (XCI) dichlofenthion;     (XCII) dicliphos;     (XCIII) diethion;     (XCIV) dimethoate;     (XCV) dimethylvinphos;     (XCVI) dioxathion;     (XCVII) edifenphos;     (XCVIII) emamectin;     (XCIX) esfenvalerate;     (C) ethion;     (CI) ethofenprox;     (CII) ethoprophos;     (CIII) etrimphos;     (CIV) fenamiphos;     (CV) fenbutatin oxide;     (CVI) fenothiocarb;     (CVII) fenpropathrin;     (CVIII) fenpyrad;     (CIX) fenthion;     (CX) fluazinam;     (CXI) flucycloxuron;     (CXII) flucythrinate;     (CXIII) flufenoxuron;     (CXIV) flufenprox;     (CXV) fonophos;     (CXVI) fosthiazate;     (CXVII) fubfenprox;     (CXVIII) HCH;     (CXIX) hexaflumuron;     (CXX) hexythiazox;     (CXXI) iprobenfos;     (CXXII) isofenphos;     (CXXIII) isoxathion;     (CXXIV) ivermectin;     (CXXV) lambda-cyhalothrin;     (CXXVI) malathion;     (CXXVII) mecarbam;     (CXXVIII) mesulfenphos;     (CXXIX) metaldehyde;     (CXXX) metolcarb;     (CXXXI) milbemectin;     (CXXXII) moxidectin;     (CXXXIII) naled;     (CXXXIV) NC 184;     (CXXXV) omethoate;     (CXXXVI) oxamyl;     (CXXXVII) oxydeme-thon     M;     (CXXXVIII) oxydeprofos;     (CXXXIX) permethrin;     (CXL) phenthoate;     (CXLI) phorate;     (CXLII) phosmet;     (CXLIII) phoxim;     (CXLIV) pirimiphos M;     (CXLV) pirimiphos A;     (CXLVI) promecarb;     (CXLVII) propaphos;     (CXLVIII) prothiofos;     (CXLIX) prothoate;     (CL) pyrachlophos;     (CLI) pyrada-phenthion;     (CLII) pyresmethrin;     (CLIII) pyrethrum;     (CLIV) RH 5992;     (CLV) salithion;     (CLVI) sebufos;     (CLVII) sulfotep;     (CLVIII) sulprofos;     (CLIX) tebufenpyrad;     (CLX) tebupirimphos;     (CLXI) tefluthrin;     (CLXII) temephos;     (CLXIII) terbam;     (CLXIV) tetrachloro-vinphos;     (CLXV) thiafenox;     (CLXVI) thiodicarb;     (CLXVII) thiofanox;     (CLXVIII) thionazin;     (CLXIX) thuringiensin;     (CLXX) tralomethrin;     (CLXXI) triarthen;     (CLXXII) triazophos;     (CLXXIII) triazuron;     (CLXXIV) trichlorofon;     (CLXXV) triflumuron;     (CLXXVI) trimethacarb;     (CLXXVII) vamidothion;     (CLXXVIII) xylylcarb;     (CLXXIX) YI 5301/5302;     (CLXXX) zetamethrin;     (CLXXXI) DPX-MP062;     (CLXXXII) RH-2485;     (CLXXXIII) D 2341; or     (CLXXXIV) XMC (3,5-     xylylmethylcarbamate),     and at least one auxiliary.                                                                                                                                                                                                                              
 
     
     
         2 . A composition according to  claim 1 , in which, in the compound of the formula (A), R is hydrogen, C 1 -C 4 alkyl, C 3 -C 6 cycloalkyl, C 2 -C 6 alkenyl or C 2 -C 6 alkynyl.  
     
     
         3 . A composition according to  claim 1 , in which, in the compound of the formula (A), the cyclic base skeleton of A contains 2 to 4 double bonds.  
     
     
         4 . A composition according to  claim 1 , in which, in the compound of the formula (A), the cyclic base skeleton of A contains 1 up to and including 4 heteroatoms.  
     
     
         5 . A composition according to  claim 1 , in which, in the compound of the formula (A), the cyclic base skeleton of A contains 1, 2 or 3 heteroatoms, chosen from the group consisting of oxygen, sulfur and nitrogen, not more than one of the heteroatoms contained in the cyclic base skeleton being an oxygen or a sulfur atom.  
     
     
         6 . A composition according to  claim 1 , in which, in the compound of the formula (A) the cyclic base skeleton of A is mono- or disubstituted by substituents chosen from the group consisting of halogen and C 1 -C 3 alkyl.  
     
     
         7 . A composition according to  claim 1 , in which, in the compound of the formula (A), the cyclic base skeleton of A is a pyridyl, 1-oxidopyridinio or thiazolyl group.  
     
     
         8 . A composition according to  claim 1 , in which, in the compound of the formula (A), X is N—NO 2 .  
     
     
         9 . A composition according to  claim 1 , which comprises either 
 (A.1) (2-chloropyrid-5-ylmethyl)-3-methyl-4-nitroimino-perhydro-1,3,5-oxadiazine;    (A.2) (2-chlorothiazol-5-ylmethyl)-3-ethyl-4-nitroimino-perhydro-1,3,5-oxadiazine;    (A.3) 3-methyl-4-nitroimino-5-(1-oxido-3-pyridiniomethyl)-perhydro-1,3,5-oxadiazine;    (A.4) (2-chloro-1-oxido-5-pyridiniomethyl)-3-methyl-4-nitroimino-perhydro-1,3,5-oxadiazine;    (A.5) (2-chlorothiazol-5-ylmethyl)-3-methyl-4-nitroimino-perhydro-1,3,5-oxadiazine;    (A.6) 3-methyl-5-(2-methylpyrid-5-ylmethyl)-4-nitroimino-perhydro-1,3,5-oxadiazine;    (A.7) (2-chloropyrid-5-ylmethyl)-4-nitroimino-perhydro-1,3,5-oxadiazine;    (A.8) (2-chlorothiazol-5-ylmethyl)-4-nitroimino-perhydro-1,3,5-oxadiazine; or    (A.9) (2-chloropyrid-5-ylmethyl)-3-ethyl-4-nitroimino-perhydro-1,3,5-oxadiazine.    
     
     
         10 . A composition according to  claim 1 , which comprises 5-(2-chlorothiazol-5-ylmethyl)-3-methyl-4-nitroimino-perhydro-1,3,5-oxadiazine.  
     
     
         11 . (canceled)  
     
     
         12 . (canceled)  
     
     
         13 . (canceled)  
     
     
         14 . (canceled)  
     
     
         15 . (canceled)  
     
     
         16 . (canceled)  
     
     
         17 . A method of controlling pests, which comprises applying a composition as defined in  claim 1 , to the pests or their environment.  
     
     
         18 . A method according to  claim 17 , for the protection of plant propagation material, which comprises treating the plant propagation material or the site where the propagation material is brought out.  
     
     
         19 . A process for the preparation of a composition comprising at least one auxiliary as defined in  claim 1 , which comprises intimately mixing the active compounds with the auxiliary or auxiliaries.  
     
     
         20 . Plant propagation material treated by the method defined in  claim 18 .  
     
     
         21 . (canceled)  
     
     
         22 . (canceled)