Phenylpyridazinones

Phenylpyridazinones of the general formula (I)

• 86
• in which
• R1 represents halogen,
• R2 represents cyano, carbamoyl, thiocarbamoyl, halogen or represents respectively optionally halogen-substituted alkyl, alkoxy or alkylthio,
• R3 represents the grouping -A1-A2-A3
• in which
• A1 represents a single bond, represents oxygen, sulphur, —SO—, —SO2—, —CO— or the grouping —N-A4- where A4 represents hydrogen, hydroxyl, alkyl, alkenyl, alkinyl, alkoxy, aryl, alkylsulphonyl or arylsulphonyl,
• A1 furthermore represents respectively optionally halogen-substituted alkanediyl, alkenediyl, azaalkenediyl, alkinediyl, cycloalkanediyl, cycloalkenediyl or phenylene,
• A2 represents a single bond, represents oxygen, sulphur, —SO—, —SO2—, —CO— or the grouping —N-A4- where A4 represents hydrogen, hydroxyl, alkyl, alkoxy, aryl, alkylsulphonyl or arylsulphonyl,
• A2 furthermore represents respectively optionally halogen-substituted alkanediyl, alkenediyl, azaalkenediyl, alkinediyl, cycloalkanediyl, cycloalkenediyl or phenylene,
• A3 represents hydrogen with the proviso that in this case A1 and/or A2 do not represent a single bond,
• A3 furthermore represents hydroxyl, amino, cyano, isocyano, thiocyanato, nitro, carboxy, carbamoyl, thiocarbamoyl, sulpho, chlorosulphonyl, halogen,
• A3 furthermore represents respectively optionally halogen- or alkoxy-substituted alkyl, alkoxy, alkylthio, alkylsulphinyl, alkylsulphonyl, alkylamino, dialkylamino, alkoxycarbonyl or dialkoxy(thi o)phosphoryl,
• A3 furthermore represents respectively optionally halogen-substituted alkenyl, alkenyloxy, alkenylamino, alkylideneamino, alkenyloxycarbonyl, alkinyl, alkinyloxy, alkinylamino or alkinyloxycarbonyl, represents respectively optionally halogen-, cyano-, carboxy-, alkyl- and/or alkoxy-carbonyl-substituted cycloalkyl, cycloalkyloxy, cycloalkylalkyl, cycloalkylalkoxy, cycloalkylideneamino, cycloalkyloxycarbonyl or cycloalkylalkoxycarbonyl,
• A3 furthermore represents respectively optionally nitro-, cyano-, carboxy-, halogen-, alkyl-, halogenoalkyl-, alkyloxy-, halogenoalkyloxy- and/or alkoxy-carbonyl-substituted aryl, aryloxy, aralkyl, arylalkoxy, aryloxycarbonyl or arylalkoxycarbonyl,
• A3 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, pyrazolylalkyl, furylalkyl, thienylalkyl, oxazolylalkyl, isoxazolalkyl, thiazol alkyl, pyridinylalkyl, pyrimidinylalkyl, pyrazolylalkoxy, furylalkoxy, perhydropyranylalkoxy or pyridylalkoxy, or
• R2 and R3 together represent one of the groupings below -Q1-CQ2-, -Q1-CQ2-Q3-, -Q1-C(R7, R8)-Q3-, —C(R7,R8)—CQ2-, —C(R7,R8)-Q1-CQ2-, -Q1-C(R7,R8)—C(R7,R8)—, -Q1-C(R7,R8)—C(R7 R)-Q3-, —C(R7,R8)—C(R7,R8)—CQ2-, -Q1-C(R7)=C(R7)—, —C(R7)═C(R7)—CQ2-, -Q1-C(R7,R8)—CQ2-, —N(R9)—C(R7;R8)—CQ2-, —C(R7)═N—, -Q1-CQ2C(R7,R8)—, -Q1-CQ2-N(R9)—, -Q1-C(R7,R8)—CQ2-N(R9)—, —C(R7,R8)-Q1-CQ2-N(R9)—, —C(R7,R8)—C(R7,R8)—N(R9)—, —C(R7,R8)—C(R7,R8)—CQ2-N(R9)—, —C(R7)═C(R7)—N(R9)—, —C(R7)═C(R7)—CQ2-N(R9)—, —C(R7,R8)—CQ2-N(R9)—, —N(R9)—C(R7;R8)—CQ2-N(R9)—, —C(R7)═N—N(R9)—, -Q1-CQ2-C(R7,R8)—N(R9)—, Q1-C(R7,R8)—C(R7,R8)—CQ2-N(R9)—
• where
• Q1, Q2 and Q3 are identical or different and each represents oxygen or sulphur,
• R7 and R8 are identical or different and each on its own represents hydrogen, halogen or alkyl, or together they represent alkanediyl, and
• R9 represents hydrogen, hydroxyl, represents optionally cyano-, halogen-, alkoxy-, alkyl-carbonyl- or alkoxy-carbonyl-substituted alkyl, alkylcarbonyl, alkoxycarbonyl or alkylsulphonyl,
• R9 furthermore represents respectively optionally halogen-substituted alkenyl or alkinyl,
• R9 furthermore represents respectively optionally halogen- or alkyl-substituted cycloalkyl or cycloalkylalkyl, represents respectively optionally halogen-substituted alkoxy or alkenyloxy, or
• R9 furthermore represents respectively optionally cyano-, halogen-alkyl-, halogenoalkyl-, alkoxy- or halogenoalkoxy-substituted arylalkyl or arylalkoxy, and
• R4, R5 and R6 are identical or different and each represents hydrogen, cyano, thiocarbamoyl, nitro, hydroxyl, mercapto, amino, halogen or represent respectively optionally halogen-substituted alkyl, alkoxy, alkylthio, alkylamino or dialkylamino,
• except for the compounds 2-(2,4,5-trichloro-phenyl)-pyridazin-3-one and 4-chloro-5-dimethylamino-2-(4-chloro-2-fluoro-5-propargyloxy-phenyl)-pyridazin-3-one.