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US 8,524,743 B2Granted
Bis(difluoromethyl)pyrazoles as fungicides
AssigneeBayer CropScience AG
InventorsPierre Cristau, Sebastian Hoffmann, Joachim Kluth, Tomoki Tsuchiya, Pierre Wasnaire, Jürgen Benting, Daniela Portz, Ulrike Wachendorff-Neumann
Life of this patent
Estimating the term…
Abstract
Bis(difluoromethyl)pyrazole derivatives of the formula (I) in which the symbols R1, X and G are each as defined in the description, and agrochemically active salts, metal complexes and N-oxides thereof, and use thereof for controlling phytopathogenic harmful fungi, and also processes for preparing compounds of the formula (I).
Claims14
A compound of formula (I)
- in which the symbols are each defined as follows:
- X is oxygen or sulphur,
- R1 is hydrogen or halogen,
- R2 is a C3-C8-cycloalkyl which may contain up to two substituents, where the substituents are each independently selected from the group consisting of:
- cyano, halogen, hydroxyl, oxo, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkylthio, C1-C4-haloalkylthio and phenyl,
- or
- R2 is a phenyl which may contain up to two substituents, where the substituents are each independently selected from the group consisting of:
- amino, halogen, cyano, hydroxyl, SH, nitro, C(═O)H, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-haloalkyl, C2-C6-haloalkenyl, C2-C6-haloalkynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C4-C10-alkyl-cycloalkyl, C4-C10-cycloalkylalkyl, C6-C14-cycloalkylcycloalkyl, C4-C10-halocycloalkylalkyl, C5-C10-alkylcycloalkylalkyl, C3-C8-cycloalkenyl, C3-C8-halocycloalkenyl, C2-C6-alkoxyalkyl, C4-C10-cycloalkoxyalkyl, C3-C8-alkoxyalkoxyalkyl, C2-C6-alkylthioalkyl, C2-C6-alkylsulphinylalkyl, C2-C6-alkylsulphonylalkyl, C2-C6-alkylaminoalkyl, C3-C8-dialkylaminoalkyl, C2-C6-haloalkylaminoalkyl, C4-C10-cycloalkylaminoalkyl, C2-C6-alkylcarbonyl, C2-C6-haloalkylcarbonyl, C4-C8-cycloalkylcarbonyl, C2-C6-alkoxycarbonyl, C4-C8-cycloalkoxycarbonyl, C5-C10-cycloalkylalkoxycarbonyl, C2-C6-alkylaminocarbonyl, C3-C8-dialkylaminocarbonyl, C4-C8-cycloalkylaminocarbonyl, C2-C6-halo-alkoxyalkyl, C1-C6-hydroxyalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C8-cycloalkoxy, C3-C8-halocycloalkoxy, C4-C10-cycloalkylalkoxy, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyl-oxy, C2-C6-alkoxyalkoxy, C2-C6-alkylcarbonyloxy, C2-C6-haloalkyl-carbonyloxy, C4-C8-cycloalkylcarbonyloxy, C3-C6-alkylcarbonylalkoxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C3-C6-cycloalkylthio, C1-C6-alkyl-sulphinyl, C1-C6-haloalkylsulphinyl, C1-C6-alkylsulphonyl, C1-C6-halo-alkylsulphonyl, C3-C8-cycloalkylsulphonyl, tri(C1-C4-alkyl)silyl, C1-C6-alkylsulphonylamino, C1-C6-haloalkylsulphonylamino and -LQ,
- or
- R2 is a 5- or 6-membered heteroaryl radical which may contain up to two substituents, where the substituents are each independently selected from the group consisting of:
- substituents on carbon:
- halogen, cyano, nitro, hydroxyl, SH, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-haloalkyl, C2-C6-haloalkenyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C4-C10-alkyl-cycloalkyl, C4-C10-cycloalkylalkyl, C6-C14-cycloalkylcycloalkyl, C5-C10-alkylcycloalkylalkyl, C2-C4-alkoxyalkyl, C2-C4-alkylcarbonyl, C2-C6-alkoxycarbonyl, C2-C6-alkylaminocarbonyl, C3-C8-dialkylaminocarbonyl, C1-C4-hydroxyalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C2-C6-alkyl-carbonyloxy, C2-C6-alkylcarbonylthio, C1-C4-alkylthio, C1-C4-halo-alkylthio, C1-C4-alkylsulphinyl, C1-C4-haloalkylsulphinyl, C1-C4-alkyl-sulphonyl, C1-C4-haloalkylsulphonyl, tri(C1-C4-alkyl)silyl, and -LQ, substituents on nitrogen:
- C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-haloalkyl, C2-C6-haloalkenyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C4-C10-alkylcycloalkyl, C4-C10-cycloalkylalkyl, C1-C4-alkylsulphonyl, C(═O)H, C(═O)Me, C(O)OMe, benzyl and phenyl,
- R3 is hydrogen, cyano, C1-C3-alkyl or C1-C3-haloalkyl,
- RTz is halogen or hydrogen
- L is a direct bond, —CH2—, —(C═O)—, sulphur or oxygen,
- Q is a phenyl which may contain up to two substituents, where the substituents are each independently selected from the group consisting of:
- halogen, cyano, nitro, hydroxyl, SH, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-haloalkyl, C2-C6-haloalkenyl, C2-C6-haloalkynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkoxyalkyl, C2-C6-alkyl-carbonyl, C2-C6-haloalkylcarbonyl, C2-C6-alkoxycarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C8-cycloalkoxy, C3-C8-halocycloalkoxy, C2-C6-alkenyloxy, C2-C6-alkynyloxy, C2-C6-alkoxyalkoxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulphinyl, C1-C6-haloalkylsulphinyl, C1-C6-alkylsulphonyl, C1-C6-haloalkylsulphonyl, tri(C1-C4-alkyl)silyl and phenyl,
- or
- Q is a 5- or 6-membered heteroaryl radical which may contain up to two substituents, where the substituents are each independently selected from the group consisting of:
- substituents on carbon:
- halogen, cyano, nitro, hydroxyl, SH, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-haloalkyl, C2-C6-haloalkenyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C4-C10-alkyl-cycloalkyl, C4-C10-cycloalkylalkyl, C6-C14-cycloalkylcycloalkyl, C5-C10-alkylcycloalkylalkyl, C2-C4-alkoxyalkyl, C2-C4-alkylcarbonyl, C2-C6-alkoxycarbonyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C2-C6-alkylcarbonyl-oxy, C2-C6-alkylcarbonylthio, C1-C4-alkylthio, C1-C4-haloalkylthio, C1-C4-alkylsulphinyl, C1-C4-haloalkylsulphinyl, C1-C4-alkylsulphonyl, C1-C4-haloalkylsulphonyl, tri(C1-C4-alkyl)silyl, and phenyl,
- substituents on nitrogen:
- C1-C4-alkyl, C2-C4-alkenyl, C2-C4-alkynyl, C1-C4-haloalkyl, C2-C4-haloalkenyl, C2-C4-haloalkynyl, C3-C6-cycloalkyl, C1-C4-alkylsulphonyl, C(═O)H, C(═O)Me, C(═O)OMe and phenyl,
- and agrochemically active salts, metal complexes and N-oxides thereof.
22 more elements
A compound of formula (I)
- wherein X is oxygen, R1 is hydrogen, G is G3, R2 is 2-(prop-2-yn-1-yloxy)phenyl, R3 is hydrogen, RTz is hydrogen, and agrochemically active salts, metal complexes and N-oxides thereof.
Dependencies are inferred from the claim text.