Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto

• US 20180279612A1
• Filed: 03/29/2018
• Published: 10/04/2018
• Est. Priority Date: 03/31/2017
• Status: Active Grant

• Current Assignee: Corteva Agriscience LLC (Corteva, Inc.)
• Original Assignee: Dow Agrosciences LLC (Corteva, Inc.)
• Inventors: LePlae, JR., Paul R., Barton, Thomas, Gao, Xin, Hunter, James E., Lo, William C., Boruwa, Joshodeep, Tangirala, Raghuram, Watson, Gerald B., Herbert, John, Demeter, David A., Joshi, Hemant
• Granted Patent: US 10,638,756 B2
• Time in Patent Office: Days
• CPC Class Codes: A01N 37/10 Aromatic or araliphatic carboxylic acids, or thio analogues thereof; Derivatives thereof
• CPC Class Codes: A01N 37/28 containing the group; Thio analogues thereof
• CPC Class Codes: A01N 37/34 Nitriles
• CPC Class Codes: A01N 37/46 N-acyl derivatives
• CPC Class Codes: A01N 43/10 with sulfur as the ring hetero atom
• CPC Class Codes: A01N 43/38 condensed with carbocyclic rings
• CPC Class Codes: A01N 43/40 six-membered rings
• CPC Class Codes: A01N 43/50 1,3-Diazoles; Hydrogenated 1,3-diazoles
• CPC Class Codes: A01N 43/54 1,3-Diazines; Hydrogenated 1,3-diazines
• CPC Class Codes: A01N 43/58 1,2-Diazines; Hydrogenated 1,2-diazines
• CPC Class Codes: A01N 43/60 1,4-Diazines; Hydrogenated 1,4-diazines
• CPC Class Codes: A01N 43/653 1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
• CPC Class Codes: A01N 43/66 1,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms
• CPC Class Codes: A01N 43/713 having rings with four or more nitrogen atoms as the only ring hetero atoms
• CPC Class Codes: A01N 43/78 1,3-Thiazoles; Hydrogenated 1,3-thiazoles
• CPC Class Codes: Y02A 50/30 Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change

Abstract

This disclosure relates to the field of molecules having pesticidal utility against pests in Phyla Arthropoda, Mollusca, and Nematoda, processes to produce such molecules, intermediates used in such processes, pesticidal compositions containing such molecules, and processes of using such pesticidal compositions against such pests. These pesticidal compositions may be used, for example, as acaricides, insecticides, miticides, molluscicides, and nematicides. This document discloses molecules having the following formula (“Formula One”).

Claims

1. A molecule having the following formula

2. A molecule according to claim 1 wherein:

(A) R¹ is selected from the group consisting of H, F, Cl, Br, I, CN, NO₂, (C₁-C₆)alkyl, (C₁-C₆)haloalkyl, (C₁-C₆)alkoxy, (C₁-C₆)haloalkoxy, (C₂-C₆)alkenyl, (C₂-C₆)alkenyl-O—

(C₁-C₆)alkyl, (C₂-C₆)alkynyl, (C₃-C₆)cycloalkyl, C(═

O)H, SR^x, SOR^x, SO₂R^x, wherein R^x is selected from the group consisting of (C₁-C₆)alkyl and (C₁-C₆)haloalkyl;

(B) R² is selected from the group consisting of H, F, Cl, Br, I, CN, NO₂, (C₁-C₆)alkyl, (C₁-C₆)haloalkyl, (C₁-C₆)alkoxy, (C₁-C₆)haloalkoxy, (C₂-C₆)alkenyl, (C₂-C₆)alkenyl-O—

(C₁-C₆)alkyl, (C₂-C₆)alkynyl, (C₃-C₆)cycloalkyl, C(═

O)H, SR^x, SOR^x, SO₂R^x, wherein R^x is selected from the group consisting of (C₁-C₆)alkyl, (C₁-C₆)haloalkyl, and (C₃-C₆)cycloalkyl;

(C) R³ is selected from the group consisting of H, F, Cl, Br, I, CN, NO₂, (C₁-C₆)alkyl, (C₁-C₆)haloalkyl, (C₁-C₆)alkoxy, (C₁-C₆)haloalkoxy, (C₂-C₆)alkenyl, (C₂-C₆)alkenyl-O—

(C₁-C₆)alkyl, (C₂-C₆)alkynyl, (C₃-C₆)cycloalkyl, C(═

O)H, SR^x, SOR^x, SO₂R^x, wherein R^x is selected from the group consisting of (C₁-C₆)alkyl, (C₁-C₆)haloalkyl, and (C₃-C₆)cycloalkyl;

(D) R⁴ is selected from the group consisting of H, F, Cl, Br, I, CN, NO₂, (C₁-C₆)alkyl, (C₁-C₆)haloalkyl, (C₁-C₆)alkoxy, (C₁-C₆)haloalkoxy, (C₂-C₆)alkenyl, (C₂-C₆)alkenyl-O—

(C₁-C₆)alkyl, (C₂-C₆)alkynyl, (C₃-C₆)cycloalkyl, C(═

O)H, SR^x, SOR^x, SO₂R^x, wherein R^x is selected from the group consisting of (C₁-C₆)alkyl, (C₁-C₆)haloalkyl, and (C₃-C₆)cycloalkyl;

(E) R⁵ is selected from the group consisting of H, F, Cl, Br, I, CN, NO₂, (C₁-C₆)alkyl, (C₁-C₆)haloalkyl, (C₁-C₆)alkoxy, (C₁-C₆)haloalkoxy, (C₂-C₆)alkenyl, (C₂-C₆)alkenyl-O—

(C₁-C₆)alkyl, (C₂-C₆)alkynyl, (C₃-C₆)cycloalkyl, C(═

O)H, SR^x, SOR^x, SO₂R^x, wherein R^x is selected from the group consisting of (C₁-C₆)alkyl and (C₁-C₆)haloalkyl;

(F) R⁶ is selected from the group consisting of H, F, Cl, Br, I, CN, NO₂, (C₁-C₆)alkyl, (C₁-C₆)haloalkyl, (C₁-C₆)alkoxy, (C₁-C₆)haloalkoxy;

(G) R⁷ is (C₁-C₆)haloalkyl;

(H) R⁸ is F;

(I) R⁹ is selected from the group consisting of (O), H, F, Cl, Br, I, CN, NO₂, (C₁-C₆)alkyl, (C₁-C₆)haloalkyl, (C₁-C₆)alkoxy, (C₁-C₆)haloalkoxy, (C₂-C₆)alkenyl, (C₂-C₆)alkenyl-O—

(C₁-C₆)alkyl, (C₂-C₆)alkynyl, (C₃-C₆)cycloalkyl, C(═

O)H, SR^x, SOR^x, SO₂R^x, wherein R^x is selected from the group consisting of (C₁-C₆)alkyl, (C₁-C₆)haloalkyl, and (C₃-C₆)cycloalkyl;

(J) R¹⁰ is selected from the group consisting of (O), F, Cl, Br, I, CN, NO₂, (C₁-C₆)alkyl, (C₁-C₆)haloalkyl, (C₁-C₆)alkoxy, (C₁-C₆)haloalkoxy, (C₂-C₆)alkenyl, (C₂-C₆)alkenyl-O—

(C₁-C₆)alkyl, (C₂-C₆)alkynyl, (C₃-C₆)cycloalkyl, C(═

O)H, SR^x, SOR^x, SO₂R^x, wherein R^x is selected from the group consisting of (C₁-C₆)alkyl, (C₁-C₆)haloalkyl, and (C₃-C₆)cycloalkyl;

(K) R¹¹ is selected from the group consisting of H, F, Cl, Br, I, CN, NO₂, (C₁-C₆)alkyl, (C₁-C₆)haloalkyl, (C₁-C₆)alkoxy, (C₁-C₆)haloalkoxy, (C₂-C₆)alkenyl, (C₂-C₆)alkenyl-O—

(C₁-C₆)alkyl, (C₂-C₆)alkynyl, (C₃-C₆)cycloalkyl, C(═

O)H, SR^x, SOR^x, SO₂R^x, wherein R^x is selected from the group consisting of (C₁-C₆)alkyl, (C₁-C₆)haloalkyl, and (C₃-C₆)cycloalkyl;

(L) R¹² is selected from the group consisting of H, F, Cl, Br, I, CN, NO₂, (C₁-C₆)alkyl, (C₁-C₆)haloalkyl, (C₁-C₆)alkoxy, (C₁-C₆)haloalkoxy, (C₂-C₆)alkenyl, (C₂-C₆)alkenyl-O—

(C₁-C₆)alkyl, (C₂-C₆)alkynyl, (C₃-C₆)cycloalkyl, C(═

O)H, SR^x, SOR^x, SO₂R^x, wherein R^x is selected from the group consisting of (C₁-C₆)alkyl, (C₁-C₆)haloalkyl, and (C₃-C₆)cycloalkyl;

(M) Q¹ is selected from the group consisting of O and S;

(N) X¹ is selected from (1), (2), (3), and (4) wherein

(1) N(R¹³)N(R¹⁴)(R¹⁵) wherein

(a) said R¹³ is selected from the group consisting of H, (C₁-C₆)alkyl, (C₁-C₆)alkyl nitrile, (C₁-C₆)alkylC(═

O)N(H)((C₁-C₆)alkyl), (C₁-C₆)alkylC(═

O)N(H)((C₁-C₆)haloalkyl), (C₁-C₆)alkyl-O—

(C₁-C₆)alkyl, (C₁-C₆)alkyl(C₃-C₆)cycloalkyl, (C₂-C₆)alkenyl, (C₂-C₆)alkynyl, (C₁-C₆)haloalkyl, (C₁-C₆)alkoxy, (C₁-C₆)haloalkoxy, (C₃-C₆)cycloalkyl, phenyl, heterocyclyl, substituted phenyl, and substituted heterocyclyl, wherein said substituted phenyl and substituted heterocyclyl are substituted with one or more substituents independently selected from the group consisting of F, Cl, Br, CN, NO₂, NH₂, OH, (C₁-C₆)alkyl, (C₁-C₆)haloalkyl, (C₃-C₆)cycloalkyl, (C₁-C₆)alkoxy, (C₁-C₆)haloalkoxy, C(═

O)O(C₁-C₆)alkyl, oxo, C(═

O)NH(C₁-C₆)alkyl, C(═

O)NH(C₁-C₆)haloalkyl, S(C₁-C₆)alkyl, S(O)₂(C₁-C₆)alkyl, S(O)(C₁-C₆)alkyl, and N((C₁-C₆)alkyl)₂,

(b) said R¹⁴ is selected from the group consisting of H, (C₁-C₆)alkyl, (C₁-C₆)alkyl nitrile, (C₁-C₆)alkylC(═

O)N(H)((C₁-C₆)alkyl), (C₁-C₆)alkylC(═

O)N(H)((C₁-C₆)haloalkyl), (C₁-C₆)alkyl-O—

(C₁-C₆)alkyl, (C₁-C₆)alkyl(C₃-C₆)cycloalkyl, (C₂-C₆)alkenyl, (C₂-C₆)alkynyl, (C₁-C₆)haloalkyl, (C₁-C₆)alkoxy, (C₁-C₆)haloalkoxy, (C₃-C₆)cycloalkyl, phenyl, heterocyclyl, substituted phenyl, and substituted heterocyclyl, wherein said substituted phenyl and substituted heterocyclyl are substituted with one or more substituents independently selected from the group consisting of F, Cl, Br, CN, NO₂, NH₂, OH, (C₁-C₆)alkyl, (C₁-C₆)haloalkyl, (C₃-C₆)cycloalkyl, (C₁-C₆)alkoxy, (C₁-C₆)haloalkoxy, C(═

O)O(C₁-C₆)alkyl, oxo, C(═

O)NH(C₁-C₆)alkyl, C(═

O)NH(C₁-C₆)haloalkyl, S(C₁-C₆)alkyl, S(O)₂(C₁-C₆)alkyl, S(O)(C₁-C₆)alkyl, and N((C₁-C₆)alkyl)₂,

(c) said R¹⁵ is selected from the group consisting of

(i) H, (C₁-C₆)alkyl, (C₁-C₆)haloalkyl, (C₁-C₆)alkyl nitrile, (C₂-C₆)alkenyl, (C₂-C₆)alkynyl, (C₁-C₆)alkoxy, (C₁-C₆)haloalkoxy, wherein each of which may be substituted with, F, Cl, Br, I, CN, NO₂, NH₂, OH, (C₁-C₆)haloalkyl, (C₃-C₆)cycloalkyl, O(C₁-C₆)alkyl, O(C₁-C₆)haloalkyl, C(═

O)O(C₁-C₆)alkyl, S(C₁-C₆)alkyl, S(O)₂(C₁-C₆)alkyl, S(O)(C₁-C₆)alkyl, and N((C₁-C₆)alkyl)₂,

(ii) (C₁-C₆)alkyl(C₃-C₆)cycloalkyl, (C₁-C₆)alkylphenyl, (C₃-C₆)cycloalkyl, phenyl, and heterocyclyl, wherein each of which may be substituted with, H to saturate an unsaturation, F, Cl, Br, I, CN, NO₂, NH₂, OH, (C₁-C₆)alkyl, (C₁-C₆)haloalkyl, O(C₁-C₆)alkyl, O(C₁-C₆)haloalkyl, C(═

O)O(C₁-C₆)alkyl, oxo, SO(C₁-C₆)alkyl, S(O)₂(C₁-C₆)alkyl, S(O)(C₁-C₆)alkyl, and N((C₁-C₆)alkyl)₂,

(2) N(R¹⁶)N═

C(R¹⁷)(R¹⁸) wherein R¹⁶ and R¹⁷ are H, and R¹⁸ is a selected from the group consisting of substituted or unsubstituted phenyl, and substituted or unsubstituted heterocyclyl, wherein said substituents on said substituted phenyl and substituted heterocyclyl are selected from the group consisting of wherein each of which may be substituted with, H to saturate an unsaturation, F, Cl, Br, I, CN, NO₂, NH₂, OH, (C₁-C₆)alkyl, (C₁-C₆)haloalkyl, O(C₁-C₆)alkyl, C(═

O)O O(C₁-C₆)alkyl, oxo, SO(C₁-C₆)alkyl, S(O)₂(C₁-C₆)alkyl, S(O)(C₁-C₆)alkyl, and N((C₁-C₆)alkyl)₂,

(3) N═

N(R¹⁹) wherein said R¹⁹ is selected from the group consisting substituted or unsubstituted phenyl, and substituted or unsubstituted heterocyclyl, wherein said substituents on said substituted phenyl and substituted heterocyclyl are selected from the group consisting of wherein each of which may be substituted with, H to saturate an unsaturation, F, Cl, Br, I, CN, NO₂, NH₂, OH, (C₁-C₆)alkyl, (C₁-C₆)haloalkyl, O(C₁-C₆)alkyl, C(═

O)O O(C₁-C₆)alkyl, oxo, SO(C₁-C₆)alkyl, S(O)₂(C₁-C₆)alkyl, S(O)(C₁-C₆)alkyl, and N((C₁-C₆)alkyl)₂,

(4) N(H)—

R²⁰ wherein R²⁰ is a heterocyclyl containing at least one nitrogen atom, wherein said nitrogen atom is bonded to N(H)—

, wherein said heterocyclyl may be substituted with, H to saturate an unsaturation, F, Cl, Br, I, CN, NO₂, NH₂, OH, (C₁-C₆)alkyl, (C₁-C₆)haloalkyl, O(C₁-C₆)alkyl, C(═

O)O O(C₁-C₆)alkyl, oxo, SO(C₁-C₆)alkyl, S(O)₂(C₁-C₆)alkyl, S(O)(C₁-C₆)alkyl, and N((C₁-C₆)alkyl)₂; and

(O) R⁹ and R¹⁰ together can optionally form a 3- to 5-membered saturated or unsaturated, hydrocarbyl link, wherein said hydrocarbyl link may optionally be substituted with one or more substituents independently selected from the group consisting of F, Cl, Br, I, CN, OH, and oxo.