Patent BG-103517-A (BG)
Title: Derivatives of 8-azabicyclo[3.2.1]octan-, 8-azabicyclo[3.2.1]oct-6-ene, 9-azabicyclo[3.3.1]nonane-, 9-aza-3-oxabicyclo[3.3.1]nonane- and 9-aza-3-thiabicyclo[3.3.1]nonane, methods for their preparation and application as insecticides
Inventor: URCH CHRISTOPHER J
IPC: A01N43/90
Filed: 1999-06-22
Abstract: The invention relates to compounds with the formula where: A is a bidentate group with the formula -CH2-X-CH2- (where X is methylene, sulphur or oxygen), X'C=CY or X'WC-CYZ (where X', W, Y & Z are separately hydrogen, hydroxy, acyloxy, alkoxy, alkylsilyloxy, cyano or halogen or X' and W or Y & Z together with the carbon to which they are bound form a carbonyl group) prvided that A is not CH2-CH2; Ar optionally is substituted phenyl or 5- or 6-member heterocyclic ring system containing from 1 to 3 heteroatoms, individually selected from atoms of nitrogen, oxygen and sulphur, and at least one degree of unsaturation (double bond) between adjacent atoms in the ring, the heterocyclic ring optionally being condensed with benzene ring where the substituents in the presence of such are selected from halogen atoms, cyano, alkyl, alkenyl, alkynyl, alkoxy, haloalkyl, haloalkenyl, alkylthio and alkylaminogroups each of which contains up to six carbon atoms; R is hydrogen or cyano or a group selected from alkyl, aryl, heteroaryl, aralkyl, heteroarylalkyl, alkenyl, aralkenyl, alkynyl, alkoxycarbonyl, alkanesulphonyl, arenesulphonyl, alkenyloxycarbonyl, aralkyloxycarbonyl, aryloxycarbonyl, heterocyclylalkyl, carbamide, dithiocarboxyl or X"R3 (where X" is oxygen or group NR4) provided that when R is alkenyl, aralkenyl or alkynyl this group has no unsaturated carbon atom directly bound to nitrogen in the ring with the mentioned formula I; R1 is hydrogen, cyano; hydroxy, alkyl, alkoxy, amino, nitro, isocyanato, acylamino, hydroxyalkyl, optionally substituted heteroaryl, alkoxyalkyl, haloalkyl, halohydroxyalkyl, aralkyloxyalkyl, acyloxyalkyl, amidoxymido, sulphonyloxyalkyl, aminoalkyl, alkoxycarbonylamino, acylaminoalkyl, cyanoalkyl, amino, formyl, acyl or carboxylic acid, or its ester, or amide, or alkenyl, or alkynyl each of which is optionally substituted with halogen, alkoxy, cycloalkyl, optionally substituted aryl, optionally substituted heteroaryl or cyano; R3 and R1, separately, are hydrogen, alkyl, aryl, heteroaryl, aralkyl, heteroarylalkyl, alkenyl, aralkenyl, alkynyl, heterocyclylalkyl, alkoxycarbonyl or carboxylene acyl, alkyl residues of R, R3 & R4 including from 1 to 15 carbon atoms and optionally substituted by one or more substituents selected from halogen, cyano, carboxyl, carboxyl acyl, carbamide, alkoxycarbonyl, alkoxy, alkylenedioxy, hydroxy, nitro, amino, acylamino, imidate and phosphonatogroups, aryl, heteroaryl, aralkyl, heteroaralkyl, alkenyl, aralkenyl, alkynyl, alkoxycarbonyl, alkanesulphonyl, arenesulphnoyl, alkanyloxycarbonyl, aralkyloxycarbonyl, aryloxycarbonyl, heterocyclylalkyl, carbamyl, dithiocarboxy residues of R, R3 & R4 containing from 1 to 15 carbon atoms and optionally substituted by one or more substituents selcted from halogen, cyano, carboxy, carboxyleneacyl, carbamyl, alkoxycarbonyl, alkoxy, alkylenedioxy, hydroxy, nitro, haloalkyl, alkyl, amino, acylamino, imidate and phosphonatogroups. The invention relates to acidic adjunctive salt, quaternary ammonium salt or N-oxide produced from the compounds, to insecticidal, acaricidal and nematocidal compositions containing them, and adequate carrier or solvent, to a method for the destruction and control of insects, acars and nematoda, local pests, which includes the treatment with effective quantity of the compound or a composition containing it. 9 claims