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US 10,292,391 B2Granted
Pesticidally active 1,2,4-triazole derivatives with sulphur containing substituents
AssigneeSyngenta Participations AG
InventorsMichel Muehlebach, Pierre Joseph Marcel Jung, Andrew Edmunds, Daniel Emery, Anke Buchholz
Life of this patent
Estimating the term…
Abstract
Compounds of formula (I) wherein the substituents are as defined in claim 1, and the agrochemically acceptable salts salts, stereoisomers, enantiomers, tautomers and N-oxides of those compounds, can be used as insecticides and can be prepared in a manner known per se.
Claims16
A compound of formula I
- wherein
- G1 is nitrogen or CR2;
- G2 is nitrogen or CR3;
- G3 is nitrogen or CR4;
- G4 is nitrogen or CR5;
- G5 is nitrogen or CR6, with the proviso that not more than 2 nitrogens as G may follow consecutively;
- R2, R3, R4, R5 or R6 are, independently from each other, hydrogen, halogen, C1-C4haloalkyl, C1-C4haloalkyl substituted by one or two hydroxy, C1-C4haloalkyl substituted by one or two methoxy, C1-C4haloalkyl substituted by one or two cyano;
- or
- R2, R3, R4, R5 or R6 are, independently from each other, C1-C4haloalkylsulfanyl, C1-C4haloalkylsulfinyl, C1-C4haloalkylsulfonyl, C1-C4haloalkoxy, SF5, phenylcarbonylthio, cyano, mercapto, C1-C4alkoxycarbonyl, C1-C4alkylcarbonyl or —C(O)C1-C4haloalkyl;
- or
- R2, R3, R4, R5 or R6 are, independently from each other, C3-C6cycloalkyl which can be mono- or polysubstituted by substituents selected from the group consisting of halogen, cyano and C1-C4alkyl;
- or two adjacent Ri, wherein Ri is selected from R2, R3, R4, R5 and R6, taken together may form a fragment —OCH2O— or —OCF2O—,
- R8 is hydrogen, C1-C4alkyl or C1-C4haloalkyl;
- R7 is a radical selected from the group consisting of formula Q1 and Q2
- wherein the arrow denotes the point of attachment to the triazole ring;
- and wherein A represents CH or N;
- Q is phenyl which can be mono- or polysubstituted by substituents selected from the group consisting of halogen, cyano, C1-C4alkyl, C1-C4haloalkyl, C1-C4haloalkoxy, C1-C4alkoxy, C1-C4haloalkylsulfanyl, C1-C4haloalkylsulfinyl, C1-C4haloalkylsulfonyl and —C(O)C1-C4haloalkyl;
- or
- Q is a five- to ten-membered monocyclic or fused bicyclic ring system linked via a carbon atom to the ring which contains the group A, said ring system can be aromatic, partially saturated or fully saturated and contains 1 to 4 hetero atoms selected from the group consisting of nitrogen, oxygen and sulfur, it not being possible for each ring system to contain more than 2 oxygen atoms and more than 2 sulfur atoms, said five-to ten-membered ring system can be mono- to polysubstituted by substituents independently selected from the group consisting of halogen, cyano, C1-C4alkyl, C1-C4haloalkyl, C1-C4haloalkoxy, C1-C4alkoxy, C1-C4alkylsulfanyl, C1-C4alkylsulfinyl, C1-C4alkylsulfonyl, —C(O)C1-C4alkyl, C1-C4haloalkylsulfanyl, C1-C4haloalkylsulfinyl, C1-C4haloalkylsulfonyl and —C(O)C1-C4haloalkyl;
- or
- Q is a five- to six-membered, aromatic, partially saturated or fully saturated ring system linked via a nitrogen atom to the ring which contains the group A, said ring system can be mono- or polysubstituted by substituents selected from the group consisting of halogen, cyano, C1-C4alkyl, C1-C4haloalkyl, C1-C4haloalkoxy, C1-C4alkoxy, C1-C4alkylsulfanyl, C1-C4alkylsulfinyl, C1-C4alkylsulfonyl, —C(O)C1-C4alkyl, C1-C4haloalkylsulfanyl, C1-C4haloalkylsulfinyl, C1-C4haloalkylsulfonyl and —C(O)C1-C4haloalkyl;
- and said ring system contains 1, 2 or 3 heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, where said ring system may not contain more than one oxygen atom and not more than one sulfur atom;
- or
- Q is C3-C6cycloalkyl, or C3-C6cycloalkyl mono- or polysubstituted by substituents selected from the group consisting of halogen, cyano, C1-C4alkyl, C1-C4haloalkyl, C3-C6cycloalkyl and phenyl, wherein said phenyl can be mono- or polysubstituted by substituents selected from the group consisting of halogen, cyano, C1-C4alkyl, C1-C4haloalkyl, C1-C4haloalkoxy, C1-C4alkoxy, C1-C4haloalkylsulfanyl, C1-C4haloalkylsulfinyl, C1-C4haloalkylsulfonyl and —C(O)C1-C4haloalkyl;
- or
- Q is C2-C6alkenyl, or C2-C6alkenyl mono- or polysubstituted by substituents selected from the group consisting of halogen, cyano, C1-C4alkyl, C1-C4haloalkyl, C1-C4alkoxy, C3-C6cycloalkyl and phenyl, wherein said phenyl can be mono- or polysubstituted by substituents selected from the group consisting of halogen, cyano, C1-C4alkyl, C1-C4haloalkyl, C1-C4haloalkoxy, C1-C4alkoxy, C1-C4haloalkylsulfanyl, C1-C4halo-alkylsulfinyl, C1-C4haloalkylsulfonyl and —C(O)C1-C4haloalkyl;
- or
- Q is C2-C6alkynyl, or C2-C6alkynyl mono- or polysubstituted by substituents selected from the group consisting of halogen, cyano, C1-C4alkyl, C1-C4haloalkyl, C3-C6cycloalkyl, tri(C1-C4alkyl)silyl and phenyl, wherein said phenyl can be mono- or polysubstituted by substituents selected from the group consisting of halogen, cyano, C1-C4alkyl, C1-C4haloalkyl, C1-C4haloalkoxy, C1-C4alkoxy, C1-C4haloalkylsulfanyl, C1-C4haloalkylsulfinyl, C1-C4haloalkylsulfonyl and —C(O)C1-C4haloalkyl;
- or
- Q is C1-C6haloalkylsulfanyl, C1-C6haloalkylsulfinyl, C1-C6haloalkylsulfonyl, C1-C6haloalkoxy, —C(O)C1-C4haloalkyl, C1-C6alkylsulfanyl, C1-C6alkylsulfinyl, or C1-C6alkylsulfonyl;
- X is S, SO or SO2;
- and
- R1 is C1-C4alkyl, C1-C4haloalkyl, C3-C6cycloalkyl, C3-C6cycloalkyl-C1-C4alkyl;
- or
- R1 is C3-C6cycloalkyl mono- or polysubstituted by substituents selected from the group consisting of halogen, cyano and C1-C4alkyl;
- or
- R1 is C3-C6cycloalkyl-C1-C4alkyl mono- or polysubstituted by substituents selected from the group consisting of halogen, cyano and C1-C4alkyl;
- or
- R1 is C2-C6alkenyl, C2-C6haloalkenyl or C2-C6alkynyl;
- and agrochemically acceptable salts, stereoisomers, enantiomers, tautomers and N -oxides of the compounds of formula I.
37 more elements
A compound of formula (Iab)
- wherein
- G1 is nitrogen or CR2;
- G2 is nitrogen or CR3;
- G3 is nitrogen or CR4;
- G4 is nitrogen or CR5;
- G5 is nitrogen or CR6, with the proviso that not more than 2 nitrogens as G may follow consecutively;
- R2, R3, R4, R5 or R6 are, independently from each other, hydrogen, halogen, C1-C4haloalkyl, C1-C4haloalkyl substituted by one or two hydroxy, C1-C4haloalkyl substituted by one or two methoxy, C1-C4haloalkyl substituted by one or two cyano;
- or
- R2, R3, R4, R5 or R6 are, independently from each other, C1-C4haloalkylsulfanyl, C1-C4haloalkylsulfinyl, C1-C4haloalkylsulfonyl, C1-C4haloalkoxy, SF5,
- phenylcarbonylthio, cyano, mercapto, C1-C4alkoxycarbonyl, C1-C4alkylcarbonyl or —C(O)C1-C4haloalkyl;
- or
- R2, R3, R4, R5 or R6 are, independently from each other, C3-C6cycloalkyl which can be mono- or polysubstituted by substituents selected from the group consisting of halogen, cyano and C1-C4alkyl;
- or two adjacent Ri, wherein Ri is selected from R2, R3, R4, R5 and R6, taken together may form a fragment —OCH2O— or —OCF2O—,
- R8 is hydrogen, C1-C4alkyl or C1-C4haloalkyl;
- A represents CH or N;
- X is S, SO or SO2;
- and
- R1 is C1-C4alkyl, C1-C4haloalkyl, C3-C6cycloalkyl, C3-C6cycloalkyl-C1-C4alkyl;
- or
- R1 is C3-C6cycloalkyl mono- or polysubstituted by substituents selected from the group consisting of halogen, cyano and C1-C4alkyl;
- or
- R1 is C3-C6cycloalkyl-C1-C4alkyl mono- or polysubstituted by substituents selected from the group consisting of halogen, cyano and C1-C4alkyl;
- or
- R1 is C2-C6alkenyl, C2-C6haloalkenyl or C2-C6alkynyl.
21 more elements
A compounds of formula XVII-Int
- wherein
- G1 is nitrogen or CR2;
- G2 is nitrogen or CR3;
- G3 is nitrogen or CR4;
- G4 is nitrogen or CR5;
- G5 is nitrogen or CR6, with the proviso that not more than 2 nitrogens as G may follow consecutively;
- R2, R3, R4, R5 or R6 are, independently from each other, hydrogen, halogen, C1-C4haloalkyl, C1-C4haloalkyl substituted by one or two hydroxy, C1-C4haloalkyl substituted by one or two methoxy, C1-C4haloalkyl substituted by one or two cyano;
- or
- R2, R3, R4, R5 or R6 are, independently from each other, C1-C4haloalkylsulfanyl, C1-C4haloalkylsulfinyl, C1-C4haloalkylsulfonyl, C1-C4haloalkoxy, SF5,
- phenylcarbonylthio, cyano, mercapto, C1-C4alkoxycarbonyl, C1-C4alkylcarbonyl or—C(O)C1-C4haloalkyl;
- or
- R2, R3, R4, R5 or R6 are, independently from each other, C3-C6cycloalkyl which can be mono- or polysubstituted by substituents selected from the group consisting of halogen, cyano and C1-C4alkyl;
- or two adjacent Ri, wherein Ri is selected from R2, R3, R4, R5 and R6, taken together may form a fragment —OCH2O— or —OCF2O—,
- R8 is hydrogen, C1-C4alkyl or C1-C4haloalkyl;
- A represents CH or N;
- X is S, SO or SO2;
- and
- R1 is C1-C4alkyl, C1-C4haloalkyl, C3-C6cycloalkyl, C3-C6cycloalkyl-C1-C4alkyl;
- or
- R1 is C3-C6cycloalkyl mono- or polysubstituted by substituents selected from the group consisting of halogen, cyano and C1-C4alkyl;
- or
- R1 is C3-C6cycloalkyl-C1-C4alkyl mono- or polysubstituted by substituents selected from the group consisting of halogen, cyano and C1-C4alkyl;
- or
- R1 is C2-C6alkenyl, C2-C6haloalkenyl or C2-C6alkynyl;
- Yb3 is —B(OH)2, —B(ORb2)2, in which Rb2 is a C1-C6alkyl or Yb3 is
- (a 4,4,5,5-tetramethyl-1,3,2-dioxaborolane group).
23 more elements
Dependencies are inferred from the claim text.