Patent ID: 6159903
Filing Date: 2000-12-12
Classification: A01N,C07D

Abstract:
Substituted 2-aryl-1,2,4-triazine-3,5-di(thi)ones of the formula (I): ##STR126## Q.sup.1 represents oxygen or sulphur, Q.sup.2 represents oxygen or sulphur,R.sup.1 represents cyano, amino, represents respectively optionally cyano-fluorine-, chlorine-, C.sub.1 -C.sub.4 -alkoxy- or C.sub.1 -C.sub.4 -alkylthio-substituted alkyl, alkoxy, alkylamino, dialkylamino, alkylcarbonyl or alkoxycarbonyl having in each case 1 to 6 carbon atoms in the alkyl groups, represents respectively optionally fluorine-, chlorine- or bromine-substituted alkenyl, alkenylcarbonyl, alkenyloxycarbonyl, alkinyl, alkinylcarbonyl or alkinyloxycarbonyl having in each case 2 to 6 carbon atoms in the alkenyl or alkinyl groups, or represents respectively optionally cyano-, fluorine-, chlorine-, bromine- or C.sub.1 -C.sub.4 -alkyl-substituted cycloalkyl or cycloalkylalkyl having in each case 3 to 6 carbon atoms in the cycloalkyl groups and optionally 1 to 4 carbon atoms in the alkyl moiety,R.sup.2 represents hydrogen, halogen, nitro, carboxyl, cyano, thiocarbamoyl, amino, represents respectively optionally cyano-, fluorine-, chlorine-, C.sub.1 -C.sub.4 -alkoxy- or C.sub.1 -C.sub.4 -alkylthio-substituted alkyl, alkoxy, alkylthio, alkylamino or dialkylamino having in each case 1 to 6 carbon atoms in the alkyl groups, represents respectively optionally fluorine-, chlorine- or bromine-substituted alkenyl, alkenyloxy, alkenylthio, alkinyl, alkinyloxy or alkinylthio having in each case 2 to 6 carbon atoms in the alkenyl- or alkinyl-groups, or represents respectively optionally cyano-, fluorine-, chlorine-, bromine- or C.sub.1 -C.sub.4 -alkyl-substituted cycloalkyl or cycloalkylalkyl having in each case 3 to 6 carbon atoms in the cycloalkyl groups and optionally 1 to 6 carbon atoms in the alkyl moiety,R.sup.3 represents fluorine, chlorine or bromine,R.sup.4 represents cyano or thiocarbamoyl andR.sup.5 represents the grouping --A.sup.1 --A.sup.2 --A.sup.3,in whichA.sup.1 represents a single bond, represents oxygen, sulphur, --SO--, --SO.sub.2 --, --CO-- or the grouping --N--A.sup.4 --, where A.sup.4 represents hydrogen, hydroxyl, C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.4 -alkenyl, C.sub.3 -C.sub.4 -alkinyl, C.sub.1 -C.sub.4 -alkoxy, phenyl, C.sub.1 -C.sub.4 -alkylsulphonyl or phenylsulphonyl,A.sup.1 furthermore represents respectively optionally fluorine-, chlorine- or bromine-substituted C.sub.1 -C.sub.6 -alkanediyl, C.sub.2 -C.sub.6 -alkenediyl, C.sub.2 -C.sub.6 -azaalkenediyl, C.sub.2 -C.sub.6 -alkinediyl, C.sub.3 -C.sub.6 -cycloalkanediyl, C.sub.3 -C.sub.6 -cycloalkenediyl or phenylene,A.sup.2 represents a single bond, represents oxygen, sulphur, --SO--, --SO.sub.2 --, --CO-- or the grouping --N--A.sup.4 --, where A.sup.4 represents hydrogen, hydroxyl, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, phenyl, C.sub.1 -C.sub.4 -alkylsulphonyl or phenylsulphonyl,A.sup.2 furthermore represents respectively optionally fluorine-, chlorine- or bromine-substituted C.sub.1 -C.sub.6 -alkanediyl, C.sub.2 -C.sub.6 -alkenediyl, C.sub.2 -C.sub.6 -azaalkenediyl, C.sub.2 -C.sub.6 -alkinediyl, C.sub.3 -C.sub.6 -cycloalkanediyl, C.sub.3 -C.sub.6 -cycloalkenediyl or phenylene,A.sup.3 represents hydrogen, with the proviso that in this case A.sup.1 and/or A.sup.2 do not represent a single bond,A.sup.3 furthermore represents hydroxyl, amino, cyano, isocyano, thiocyanato, nitro, carboxyl, carbamoyl, thiocarbamoyl, sulpho, chlorosulphonyl, fluorine, chlorine, bromine, represents respectively optionally fluorine-, chlorine- or C.sub.1 -C.sub.4 -alkoxy-substituted alkyl, alkoxy, alkylthio, alkylsulphinyl, alkylsulphonyl, alkylamino, dialkylamino, alkoxycarbonyl or dialkoxy-(thio)phosphoryl having in each case 1 to 6 carbon atoms in the alkyl groups, represents respectively optionally fluorine- or chlorine-substituted alkenyl, alkenyloxy, alkenylamino, alkylideneamino, alkenyloxycarbonyl, alkinyl, alkinyloxy, alkinylamino or alkinyloxycarbonyl having in each case 2 to 6 carbon atoms in the alkenyl, alkylidene or alkinyl groups, represents respectively optionally fluorine-, chlorine-, cyano-, carboxyl-, C.sub.1 -C.sub.4 -alkyl- and/or C.sub.1 -C.sub.4 -alkoxy-carbonyl-substituted cycloalkyl, cycloalkyloxy, cycloalkylalkyl, cycloalkylalkoxy, cycloalkylideneamino, cycloalkyloxycarbonyl or cycloalkylalkoxycarbonyl having in each case 3 to 6 carbon atoms in the cycloalkyl groups and optionally 1 to 4 carbon atoms in the alkyl groups, or represents respectively optionally nitro-cyano-, carboxyl-, fluorine-, chlorine-, bromine-, C.sub.1 -C.sub.4 -alkyl-, C.sub.1 -C.sub.4 -halogenoalkyl-, C.sub.1 -C.sub.4 -alkyloxy-, C.sub.1 -C.sub.4 -halogenoalkyloxy- and/or C.sub.1 -C.sub.4 -alkoxy-carbonyl-substituted phenyl, phenyloxy, phenyl-C.sub.1 -C.sub.4 -alkyl, phenyl-C.sub.1 -C.sub.4 -alkoxy, phenyloxycarbonyl orphenyl-C.sub.1 -C.sub.4 -alkoxycarbonyl,A.sup.3 furthermore represents respectively optionally fully or partially hydrogenated pyrrolyl, pyrazolyl, imidazolyl, triazolyl, furyl, oxiranyl, oxetanyl, dioxolanyl, thienyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, thiadiazolyl, pyridinyl, pyrimidinyl, triazinyl, pyrazolyl-C.sub.1 -C.sub.4 -alkyl, furyl-C.sub.1 -C.sub.4 -alkyl, thienyl-C.sub.1 -C.sub.4 -alkyl, oxazolyl-C.sub.1 -C.sub.4 -alkyl, isoxazol-C.sub.1 -C.sub.4 -alkyl, thiazol-C.sub.1 -C.sub.4 -alkyl, pyridinyl-C.sub.1 -C.sub.4 -alkyl, pyrimidinyl-C.sub.1 -C.sub.4 -alkyl, pyrazolylmethoxy, furylmethoxy, represents perhydropyranylmethoxy or pyridylmethoxy,except for those compounds wherein:a) A.sup.1 and A.sup.2 in formula (I) are the same and both stand for a group selected from S, O, --SO-- and --SO.sub.2 --;b) A.sup.1 and A.sup.2 both represent --CO-- and A.sup.3 represents hydrogen; andc) A.sup.1 and A.sup.2 both represent a single bond and A.sup.3 represents pyrrolyl, pyrazolyl, imidazolyl, triazolyl, furyl, oxiranyl, oxetanyl, dioxolanyl, thienyl, oxazolyl, isooxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, thiadiazolyl, pyridinyl, pyrimidinyl or triazinyl.