IP Library Granted Patent US 11,332,452
Granted Patent B2
US 11,332,452 · App. 17/263,928 · Granted May 17, 2022

Pesticidal compositions and methods

Inventors: Natalie C. Giampietro (Carmel, IN); Andrew Ward (Canton, MI); Gary D. Crouse (Noblesville, IN); Thomas C. Sparks (Greenfield, IN); Thomas J. Barton (Indianapolis, IN); Lindsey G. Horty (Indianapolis, IN); David A. Demeter (Fishers, IN)
Assignee: CORTEVA AGRISCIENCE LLC
C07D277/54A01N47/36C07D277/48
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Quick Facts
Patent No.
US 11,332,452
App. No.
17/263,928
Granted
May 17, 2022
Kind
B2
Abstract

This disclosure relates to the field of molecules having pesticidal utility against pests in phyla Nematoda, Arthropoda, and/or Mollusca, processes to produce such molecules and intermediates used in such processes, compositions containing such molecules, and processes of using such molecules against such pests. These molecules may be used, for example, as nematicides, acaricides, insecticides, miticides, and/or molluscicides. This document discloses molecules having the structure of Formula A.

Claims (78)

1. The molecule having the structure of Formula One, Formula Two, or Formula Three:

wherein:

(A) AR 1 is a substituted phenyl having one or more substituents independently selected from C 1 -C 6 haloalkyl and C 1 -C 6 haloalkoxy;

(B) L 1 is selected from the group consisting of:

wherein R 5 is selected from H, C 1 -C 8 alkyl, C 1 -C 8 haloalkyl, C 1 -C 8 alkoxy, C 1 -C 8 haloalkoxy, phenyl, or substituted phenyl, wherein said substituted phenyl has one or more substituents selected from H, F, Cl, Br, I, CN, NO 2 , NR x R y , C 1 -C 8 alkyl, C 1 -C 8 haloalkyl, C 3 -C 8 cycloalkyl, C 3 -C 8 halocycloalkyl, C 3 -C 8 cycloalkoxy, C 3 -C 8 halocycloalkoxy, C 1 -C 8 alkoxy, C 1 -C 8 haloalkoxy, C 2 -C 8 alkenyl, C 3 -C 8 cycloalkenyl, C 2 -C 8 haloalkenyl, C 3 -C 8 halocycloalkenyl, and C 2 -C 8 alkynyl;

(C) Ar 2 is a phenyl;

(D) each R 6 , R 7 , R 8 , and R 9 is selected from H, F, Cl, Br, and C 1 -C 6 alkyl;

(E) Q 1 is O or S;

(F) Q 2 is O or S;

(G) R 2 and R 3 is a 1- to 4-membered saturated or unsaturated, hydrocarbyl link, and together with (Q 2 )(C)(N) forms a 4- to 7-membered cyclic structure, wherein said hydrocarbyl link may optionally be substituted with one or more substituents independently selected from H, F, Cl, Br, I, CN, OH, SH, NO 2 , NR x R y , C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, S(═O) n (C 1 -C 6 alkyl), S(═O) n (C 1 -C 6 haloalkyl), phenyl, and oxo;

(H) R 4 is phenyl, wherein the phenyl may be optionally substituted with one or more substituents independently selected from H, F, Cl, Br, I, CN, OH, SH, NO 2 , NR x R y , C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl, (C 1 -C 6 alkyl)O(C 1 -C 6 alkyl), (C 1 -C 8 alkyl)O(C 1 -C 8 haloalkyl), (C 1 -C 6 alkyl)S(═O) n (C 1 -C 6 alkyl), C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, S(═O) n (C 1 -C 6 alkyl), S(═O) n (C 1 -C 6 haloalkyl), phenyl, and oxo, or wherein two adjacent substituents form a 5- or 6-membered saturated or unsaturated, hydrocarbyl link, which may contain one or more heteroatoms selected from nitrogen, sulfur, and oxygen, and wherein said hydrocarbyl link may optionally be substituted with one or more substituents independently selected from H, F, Cl, Br, I, CN, OH, SH, NO 2 , NR x R y , C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, S(═O) n (C 1 -C 6 alkyl), and S(═O) n (C 1 -C 6 haloalkyl);

(I) R x and R y are independently selected from H, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, and phenyl; and

(J) n is each individually 0, 1, or 2.

2. The molecule of claim 1 , wherein R 2 and R 3 is 1- to 4-membered saturated or unsaturated, hydrocarbyl link and together with (Q 2 )(C)(N) forms a 5-membered cyclic structure, wherein said hydrocarbyl link is optionally substituted with H, OH, F, Cl, Br, I, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 1 -C 6 alkoxy, or C 1 -C 6 haloalkoxy.

3. The molecule of claim 1 , wherein AR 1 is a substituted phenyl having one or more substituents independently selected from OCF 3 , OCF 2 CF 3 , and CF 3 .

4. The molecule of claim 1 , wherein L 1 is selected from the group consisting of:

wherein R 5 is selected from H, C 1 -C 8 alkyl, C 1 -C 8 haloalkyl, C 1 -C 8 alkoxy, C 1 -C 8 haloalkoxy, phenyl, and substituted phenyl,

wherein said substituted phenyl has one or more substituents selected from H, F, Cl, Br, I, CN, NO 2 , NR x R y , C 1 -C 8 alkyl, C 1 -C 8 haloalkyl, C 3 -C 8 cycloalkyl, C 3 -C 8 halocycloalkyl, C 3 -C 8 cycloalkoxy, C 3 -C 8 halocycloalkoxy, C 1 -C 8 alkoxy, C 1 -C 8 haloalkoxy, C 2 -C 8 alkenyl, C 3 -C 8 cycloalkenyl, C 2 -C 8 haloalkenyl, C 3 -C 8 halocycloalkenyl, and C 2 -C 8 alkynyl.

5. The molecule of claim 1 , wherein each of R 6 , R 7 , R 8 , and R 9 is independently H, F, Cl, or a C 1 -C 6 alkyl.

6. The molecule of claim 1 , wherein R 4 is a substituted phenyl with one or more H, F, Cl, Br, I, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 3 -C 6 cycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl, (C 1 -C 6 alkyl)O(C 1 -C 6 alkyl), C 1 -C 6 alkoxy, or C 1 -C 6 haloalkoxy, or wherein two adjacent substituents form a 5- or 6-membered saturated or unsaturated, hydrocarbyl link, which may contain one or more heteroatoms selected from nitrogen, sulfur, and oxygen, and wherein said hydrocarbyl link may optionally be substituted with one or more substituents independently selected from H, F, Cl, Br, I, CN, OH, SH, NO 2 , NR x R y , C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, S(═O) n (C 1 -C 6 alkyl), and S(═O) n (C 1 -C 6 haloalkyl).

7. The molecule of claim 1 having a structure selected from compounds listed in Table 1

TABLE 1

Structures for Compounds

A1

A2

A3

A4

A5

A6

A7

A8

A9

A10

A11

A12

A13

A14

A15

A16

A17

A18

A19

A20

A21

A22

A23

A24

A25

A26

A27

A28

A29

A30

A31

A32

A33

A34

A35

A36

A37

A38

A39

A40

A41

A42

A43

A44

A45

A46

A47

A48

A49

A50

A51

A52

A53

A54

A55

Assignments (2)
CHANGE OF NAME Recorded May 12, 2021
From: DOW AGROSCIENCES LLC
To: CORTEVA AGRISCIENCE LLC
Reel/Frame 056223/0320 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 29, 2021
From: GIAMPIETRO, NATALIE C.; WARD, ANDREW; CROUSE, GARY; SPARKS, THOMAS C.; BARTON, THOMAS J.; HORTY, LINDSEY G.; DEMETER, DAVID A.
To: DOW AGROSCIENCES LLC
Reel/Frame 055071/0624 →
Continuity (2)
Provisional Application 62800587 · Feb 4, 2019
Related Publication 20210276963A1 · Sep 9, 2021