US 9,795,139 B2 · 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, NH2, NO2, (C1-C4)alkyl, (C3-C6)cycloalkyl, (C2-C4)alkenyl, (C3-C6)cycloalkenyl, (C2-C4)alkynyl, (C1-C4)alkoxy, (C1-C4)haloalkyl, (C3-C6)halocycloalkyl, (C2-C4)haloalkenyl, (C3-C6)halocycloalkenyl, (C1-C4)haloalkoxy, S(C1-C4)alkyl, S(O)(C1-C4)alkyl, S(O)2(C1-C4)alkyl, S(C1-C4)haloalkyl, S(O)(C1-C4)haloalkyl, S(O)2(C1-C4)haloalkyl, (C1-C4)alkyl-S(O)2NH2, and (C1-C4)haloalkyl-S(O)2NH2;
(B) R2 is selected from the group consisting of H, F, Cl, Br, I, CN, NH2, NO2, (C1-C4)alkyl, (C3-C6)cycloalkyl, (C2-C4)alkenyl, (C3-C6)cycloalkenyl, (C2-C4)alkynyl, (C1-C4)alkoxy, (C1-C4)haloalkyl, (C3-C6)halocycloalkyl, (C2-C4)haloalkenyl, (C3-C6)halocycloalkenyl, (C1-C4)haloalkoxy, S(C1-C4)alkyl, S(O)(C1-C4)alkyl, S(O)2(C1-C4)alkyl, S(C1-C4)haloalkyl, S(O)(C1-C4)haloalkyl, S(O)2(C1-C4)haloalkyl, (C1-C4)alkyl-S(O)2NH2, and (C1-C4)haloalkyl-S(O)2NH2;
(C) R3 is selected from the group consisting of H, F, Cl, Br, I, CN, NH2, NO2, (C1-C4)alkyl, (C3-C6)cycloalkyl, (C2-C4)alkenyl, (C3-C6)cycloalkenyl, (C2-C4)alkynyl, (C1-C4)alkoxy, (C1-C4)haloalkyl, (C3-C6)halocycloalkyl, (C2-C4)haloalkenyl, (C3-C6)halocycloalkenyl, (C1-C4)haloalkoxy, S(C1-C4)alkyl, S(O)(C1-C4)alkyl, S(O)2(C1-C4)alkyl, S(C1-C4)haloalkyl, S(O)(C1-C4)haloalkyl, S(O)2(C1-C4)haloalkyl, (C1-C4)alkyl-S(O)2NH2, and (C1-C4)haloalkyl-S(O)2NH2;
(D) R4 is selected from the group consisting of H, F, Cl, Br, I, CN, NH2, NO2, (C1-C4)alkyl, (C3-C6)cycloalkyl, (C2-C4)alkenyl, (C3-C6)cycloalkenyl, (C2-C4)alkynyl, (C1-C4)alkoxy, (C1-C4)haloalkyl, (C3-C6)halocycloalkyl, (C2-C4)haloalkenyl, (C3-C6)halocycloalkenyl, (C1-C4)haloalkoxy, S(C1-C4)alkyl, S(O)(C1-C4)alkyl, S(O)2(C1-C4)alkyl, S(C1-C4)haloalkyl, S(O)(C1-C4)haloalkyl, S(O)2(C1-C4)haloalkyl, (C1-C4)alkyl-S(O)2NH2, and (C1-C4)haloalkyl-S(O)2NH2;
(E) R5 is selected from the group consisting of H, F, Cl, Br, I, CN, NH2, NO2, (C1-C4)alkyl, (C3-C6)cycloalkyl, (C2-C4)alkenyl, (C3-C6)cycloalkenyl, (C2-C4)alkynyl, (C1-C4)alkoxy, (C1-C4)haloalkyl, (C3-C6)halocycloalkyl, (C2-C4)haloalkenyl, (C3-C6)halocycloalkenyl, (C1-C4)haloalkoxy, S(C1-C4)alkyl, S(O)(C1-C4)alkyl, S(O)2(C1-C4)alkyl, S(C1-C4)haloalkyl, S(O)(C1-C4)haloalkyl, S(O)2(C1-C4)haloalkyl, (C1-C4)alkyl-S(O)2NH2, and (C1-C4)haloalkyl-S(O)2NH2;
(F) R6 is selected from the group consisting of H and (C1-C4)alkyl;
(G) R7 is selected from the group consisting of H, F, Cl, Br, and I;
(H) R8 is selected from the group consisting of F, Cl, Br, and I;
(I) R9 is selected from the group consisting of H and (C1-C4)alkyl;
(J) R10 is selected from the group consisting of H, (C1-C4)alkyl, (C2-C4)alkenyl, (C1-C4)haloalkyl, (C1-C4)alkyl(C1-C4)alkoxy, C(═O)(C1-C4)alkyl, and (C1-C4)alkoxyC(═O)(C1-C4)alkyl;
(K) R11 is selected from the group consisting of H, F, Cl, Br, I, CN, NH2, NO2, (C1-C4)alkyl, (C3-C6)cycloalkyl, (C2-C4)alkenyl, (C3-C6)cycloalkenyl, (C2-C4)alkynyl, (C1-C4)alkoxy, (C1-C4)haloalkyl, (C3-C6)halocycloalkyl, (C2-C4)haloalkenyl, (C3-C6)halocycloalkenyl, (C1-C4)haloalkoxy, S(C1-C4)alkyl, S(O)(C1-C4)alkyl, S(O)2(C1-C4)alkyl, S(C1-C4)haloalkyl, S(O)(C1-C4)haloalkyl, S(O)2(C1-C4)haloalkyl, (C1-C4)alkyl-S(O)2NH2, and (C1-C4)haloalkyl-S(O)2NH2;
(L) R12 is selected from the group consisting of H, F, Cl, Br, I, CN, NH2, NO2, (C1-C4)alkyl, (C3-C6)cycloalkyl, (C2-C4)alkenyl, (C3-C6)cycloalkenyl, (C2-C4)alkynyl, (C1-C4)alkoxy, (C1-C4)haloalkyl, (C3-C6)halocycloalkyl, (C2-C4)haloalkenyl, (C3-C6)halocycloalkenyl, (C1-C4)haloalkoxy, S(C1-C4)alkyl, S(O)(C1-C4)alkyl, S(O)2(C1-C4)alkyl, S(C1-C4)haloalkyl, S(O)(C1-C4)haloalkyl, S(O)2(C1-C4)haloalkyl, (C1-C4)alkyl-S(O)2NH2, and (C1-C4)haloalkyl-S(O)2NH2;
(M) R13 is selected from the group consisting of H, F, Cl, Br, I, CN, NH2, NO2, (C1-C4)alkyl, (C3-C6)cycloalkyl, (C2-C4)alkenyl, (C3-C6)cycloalkenyl, (C2-C4)alkynyl, (C1-C4)alkoxy, (C1-C4)haloalkyl, (C3-C6)halocycloalkyl, (C2-C4)haloalkenyl, (C3-C6)halocycloalkenyl, (C1-C4)haloalkoxy, S(C1-C4)alkyl, S(O)(C1-C4)alkyl, S(O)2(C1-C4)alkyl, S(C1-C4)haloalkyl, S(O)(C1-C4)haloalkyl, S(O)2(C1-C4)haloalkyl, (C1-C4)alkyl-S(O)2NH2, and (C1-C4)haloalkyl-S(O)2NH2;
(N) R14 is selected from the group consisting of H, F, Cl, Br, I, CN, NH2, NO2, (C1-C4)alkyl, (C3-C6)cycloalkyl, (C2-C4)alkenyl, (C3-C6)cycloalkenyl, (C2-C4)alkynyl, (C1-C4)alkoxy, (C1-C4)haloalkyl, (C3-C6)halocycloalkyl, (C2-C4)haloalkenyl, (C3-C6)halocycloalkenyl, (C1-C4)haloalkoxy, S(C1-C4)alkyl, S(O)(C1-C4)alkyl, S(O)2(C1-C4)alkyl, S(C1-C4)haloalkyl, S(O)(C1-C4)haloalkyl, S(O)2(C1-C4)haloalkyl, (C1-C4)alkyl-S(O)2NH2, and (C1-C4)haloalkyl-S(O)2NH2;
(O) R15 is selected from the group consisting of H, (C1-C4)alkyl, (C2-C4)alkenyl, (C1-C4)haloalkyl, (C1-C4)alkyl(C1-C4)alkoxy, C(═O)(C1-C4)alkyl, and (C1-C4)alkoxyC(═O)(C1-C4)alkyl;
(P) R16 is selected from the group consisting of (C3-C8)cycloalkyl, azetidinyl, 2,5-dioxoimidazolidinyl, 2,4-dioxo-1,3-diazaspiro[4.4]nonanylisoxazolidinonyl, imidazolidinonyl, isoxazolidinonyl, morpholinyl, oxazolidinonyl, oxetanyl, piperazinyl, piperidinyl, pyranyl, pyrrolidinyl, pyrrolidinonyl, tetrahydrofuranyl, tetrahydropyranyl, tetrahydrothiophenyl, tetrahydrothiophenyl-oxide, tetrahydrothiophenyl-dioxide, thietanyl, thietanyl-oxide, thietanyl-dioxide, and thioxothiazolidinonyl, wherein each cycloalkyl, azetidinyl, 2,5-dioxoimidazolidinyl, 2,4-dioxo-1,3-diazaspiro[4.4]nonanylisoxazolidinonyl, imidazolidinonyl, isoxazolidinonyl, morpholinyl, oxazolidinonyl, oxetanyl, piperazinyl, piperidinyl, pyranyl, pyrrolidinyl, pyrrolidinonyl, tetrahydrofuranyl, tetrahydropyranyl, tetrahydrothiophenyl, tetrahydrothiophenyl-oxide, tetrahydrothiophenyl-dioxide, thietanyl, thietanyl-oxide, thietanyl-dioxide, and thioxothiazolidinonyl may be optionally substituted with one or more substituents selected from the group consisting of H, F, Cl, Br, I, CN, NH2, NO2, oxo, (C1-C4)alkyl, (C1-C4)haloalkyl, C(═O)O(C1-C4)alkyl, (C═O)NH(C1-C4)alkyl, (C═O)NH(C1-C4)haloalkyl, C(═O)(C3-C6)cyclopropyl, C(═O)(C1-C4)haloalkyl, C(═O)(C1-C4)alkyl(C1-C4)alkoxy, and (C1-C4)alkyl-morpholinyl;
(Q) Q1 and Q2 are each independently selected from the group consisting of O and S;
and
N-oxides, agriculturally acceptable acid addition salts, salt derivatives, solvates, ester derivatives, crystal polymorphs, isotopes, resolved stereoisomers, and tautomers, of the molecules of Formula One.

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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

Claims20