US 2018/0279612 A1 · Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto

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”).

A molecule having the following formula

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, SRx, SORx, SO2Rx, wherein Rx 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, SRx, SORx, SO2Rx, wherein Rx 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, SRx, SORx, SO2Rx, wherein Rx 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, SRx, SORx, SO2Rx, wherein Rx 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, SRx, SORx, SO2Rx, wherein Rx 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, SRx, SORx, SO2Rx, wherein Rx 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, SRx, SORx, SO2Rx, wherein Rx 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, SRx, SORx, SO2Rx, wherein Rx 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, SRx, SORx, SO2Rx, wherein Rx 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;
(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;
and N-oxides, pro-insecticides, agriculturally acceptable acid addition salts, salt derivatives, solvates, ester derivatives, crystal polymorphs, isotopes, resolved stereoisomers, and tautomers, of the molecules of Formula One
with the proviso that the following molecules are excluded

24 more elements

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

Life of this patent

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

Life of this patent

Abstract

Claims2