PESTICIDALLY ACTIVE HETEROCYCLIC DERIVATIVES WITH SULFUR CONTAINING SUBSTITUENTS

• US 20200131177A1
• Filed: 07/05/2018
• Published: 04/30/2020
• Est. Priority Date: 07/07/2017
• Status: Active Application

• Current Assignee: Syngenta Participations AG (China National Chemical Corporation)
• Original Assignee: Syngenta Participations AG (China National Chemical Corporation)
• Inventors: RENDLER, Sebastian, EDMUNDS, Andrew, MUEHLEBACH, Michel, EMERY, Daniel, RAWAL, Girish, SEN, Indira, SIKERVAR, Vikas
• Application Number:
  US16/629,017
• Publication Number:
  US 20200131177A1
• Time in Patent Office: Days
• CPC Class Codes: A01N 43/90 having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
• CPC Class Codes: C07D 471/04 Ortho-condensed systems

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.

Claims

1. A compound of formula I,

2. A compound of formula I according to claim 1, wherein

R₄ is a five- to ten-membered monocyclic or fused bicyclic heterocyclic ring system which can be aromatic, partially saturated or fully saturated and which contains 1 to 4 hetero atoms selected from the group consisting of nitrogen, oxygen and sulfur, with the proviso that each ring system cannot contain more than 2 oxygen atoms and not 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, oxo, OH, NH₂, C₁-C₆alkyl, C₃-C₆cycloalkyl, C₁-C₆haloalkyl, C₁-C₆alkoxy, C₁-C₆alkylthio, and C₁-C₆alkylsulfonyl, pyrimidinyl, thiazolyl, pyridinyl, pyrazinyl, pyridazinyl, pyrazinyloxy, imidazolyl, dihydro-oxazolyl, oxazolyl, dioxolanyl, 1,3-dioxanyl and 5,6-dihydro-[1,4,2]dioxazinyl;

wherein said pyrimidinyl, thiazolyl, pyridinyl, pyrazinyl, pyridazinyl, pyrazinyloxy, imidazolyl, dihydro-oxazolyl, oxazolyl, dioxolanyl, 1,3-dioxanyl and 5,6-dihydro-[1,4,2]dioxazinyl which itself can be mono- to polysubstituted by substituents independently selected from the group consisting of halogen, cyano, oxo, OH, NH₂, C₁-C₆alkyl, C₃-C₆cycloalkyl, C₁-C₆haloalkyl, C₁-C₆alkoxy, C₁-C₆alkylthio and C₁-C₆alkylsulfonyl.

3. A compound of formula I according to claim 1, wherein R₄ is selected from the group consisting of J-1 to J-56

4. A compound of formula I according to claim 1, represented by the compounds of formula I-1

5. A compound of formula I according to claim 1, represented by the compounds of formula I-2

6. A compound of formula I according to claim 1, represented by the compounds of formula I-3

7. A compound of formula I according to claim 1, wherein

R₁ is C₁-C₄alkyl;

X₁═

NR³, wherein R³ is methyl;

A is CH or N;

X is S or SO₂; and

R₄ is hydrogen, C₁-C₆haloalkyl, C₁-C₆haloalkoxy, C₁-C₆alkoxy, C₁-C₆cyanoalkoxy, C₃-C₆cycloalkyl-C₁-C₄alkoxy, 1,2,4-triazol-1-yl, pyrazol-1-yl, 4-chloropyrazol-1-yl, 4-fluoropyrazol-1-yl or 3-chloropyrazol-1-yl.

8. A pesticidal composition, which comprises at least one compound of formula I according to claim 1 or, where appropriate, a tautomer thereof, in each case in free form or in agrochemically utilizable salt form, as active ingredient and at least one auxiliary.

9. A method for controlling pests, which comprises applying a composition according to claim 8 to the pests or their environment with the exception of a method for treatment of the human or animal body by surgery or therapy and diagnostic methods practised on the human or animal body.

10. A method for the protection of plant propagation material from the attack by pests, which comprises treating the propagation material or the site, where the propagation material is planted, with a composition according to claim 8.