Anthranilamides for controlling invertebrate pests
AssigneeE.I. du Pont de Nemours and Company
InventorsBruce Lawrence Finkelstein, Stephen Frederick McCann
Life of this patent
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Abstract
Disclosed are compounds of Formula (1), including all geometric and stereoisomers, N-oxides, and salts thereof, wherein R3 is —C(═B)C(═O)L or —C(R11R12)C(═O)L; R4 is, inter alia, H, C1-C4 alkyl or C2-C6 alkoxycarbonyl; or R3 and R4 are taken together as —C(═O)C(═O)—, —C(═NR13)C(═O)— or —C(R11R12)C(═O)—. B is O, NR13, NOR13 Or NNR14 R15; L is OH or NR14 R15; and X, R1, R2, R11, R12, R13, R14, R15 and J are as defined in the disclosure. Also disclosed are compositions containing the compounds of Formula (1) and methods for controlling an invertebrate pest comprising contacting the invertebrate pest or its environment with a biologically effective amount of a compound or a composition of the invention.
Claims20
A compound of Formula 1, an N-oxide, or a salt thereof,
- wherein
- X is O or S;
- J is a heterocyclic ring selected from the group consisting of
- R1 is C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C6 cycloalkyl, C1-C6 haloalkyl, C2-C6 haloalkenyl, C2-C6 haloalkynyl, C3-C6 halocycloalkyl, halogen, —CN, —CHO, —NO2, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 alkylthio, C1-C4 alkylsulfinyl, C1-C4 alkylsulfonyl, C1-C4 haloalkylthio, C1-C4 haloalkylsulfinyl, C1-C4 haloalkylsulfonyl, C2-C4 alkylcarbonyl, C2-C4 alkoxycarbonyl, C2-C4 alkylaminocarbonyl, C3-C5 dialkylaminocarbonyl, C1-C4 alkylamino or C2-C6 dialkylamino;
- R2 is H, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C6 cycloalkyl, C1-C6 haloalkyl, C2-C6 haloalkenyl, C2-C6 haloalkynyl, C3-C6 halocycloalkyl, halogen, —CN, —CHO, —NO2, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 alkylthio, C1-C4 alkylsulfinyl, C1-C4 alkylsulfonyl, C1-C4 haloalkylthio, C1-C4 haloalkylsulfinyl, C1-C4 haloalkylsulfonyl, C2-C4 alkylcarbonyl, C2-C4 alkoxycarbonyl, C2-C4 alkylaminocarbonyl, C3-C5 dialkylaminocarbonyl, C1-C4 alkylamino or C2-C6 dialkylamino;
- R3 is —C(═B)C(═O)L or —C(R11R12)C(═O)L;
- R4 is H;
- or C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl or C3-C6 cycloalkyl, each optionally substituted with one or more substituents selected from the group consisting of halogen, —CN, —NO2, hydroxy, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 alkylthio, C1-C4 alkylsulfinyl, C1-C4 alkylsulfonyl, C2-C4 alkoxycarbonyl, C1-C4 alkylamino, C2-C8 dialkylamino and C3-C6 cycloalkylamino;
- or
- R4 is C2-C6 alkylcarbonyl, C2-C6 alkoxycarbonyl, C2-C6 alkylaminocarbonyl or C3-C8 dialkylaminocarbonyl;
- or
- R3 and R4 are taken together as —C(═B)C(═O)— or —C(R11R12)C(═O)—, wherein the left-hand of these moieties is bonded as R3 and the right-hand as R4;
- each R5 is independently C1-C6 alkyl, C3-C6 cycloalkyl, C1-C6 haloalkyl, halogen, —CN, C1-C4 alkoxy, C1-C4 alkylthio, C1-C4 haloalkoxy, C1-C4 haloalkylthio, C1-C4 haloalkylsulfinyl or C1-C4 haloalkylsulfonyl;
- or phenyl or pyridyl, each optionally substituted with one to three R9;
- R6 is H, C1-C6 alkyl, C3-C6 cycloalkyl, C1-C6 haloalkyl, halogen, —CN, C1-C4 alkoxy, C2-C4 alkoxycarbonyl, C1-C4 alkylthio, C1-C4 haloalkoxy, C1-C4 haloalkylthio, C1-C4 haloalkylsulfinyl or C1-C4 haloalkylsulfonyl;
- R7 is C1-C6 alkyl optionally substituted with one or more substituents selected from the group consisting of halogen, —CN, —NO2, hydroxy, C1-C4 alkoxy, C1-C4 alkylthio, C1-C4 alkylsulfinyl, C1-C4 alkylsulfonyl, C2-C4 alkoxycarbonyl, C1-C4 alkylamino, C2-C8 dialkylamino and C3-C6 cycloalkylamino;
- or
- R7 is phenyl or pyridyl, each optionally substituted with one to three substituents selected from R9;
- R8 is H, C1-C6 alkyl, C1-C6 haloalkyl, C3-C6 alkenyl, C3-C6 haloalkenyl, C3-C6 alkynyl or C3-C6 haloalkynyl;
- each R9 is independently C1-C6 alkyl, C3-C6 cycloalkyl, C1-C6 haloalkyl, halogen, —CN, C1-C4 alkoxy, C1-C4 alkylthio, C1-C4 haloalkoxy, C1-C4 haloalkylthio, C1-C4 haloalkylsulfinyl or C1-C4 haloalkylsulfonyl;
- R11 and R12 are independently H;
- halogen;
- —CN;
- OR13;
- or C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl or C3-C6 cycloalkyl, each optionally substituted with one or more halogen;
- B is O, NR13, NOR13 or NNR14R15;
- L is OH or NR14R15;
- R13 is H;
- or C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl or C3-C6 cycloalkyl, each optionally substituted with one or more halogen;
- R14 and R15 are independently H;
- G;
- or C1-C6 alkyl, C2-C6 alkenyl or C2-C6 alkynyl, each optionally substituted with one or more substituents selected from the group consisting of G, halogen, —CN, —NO2, hydroxy, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 alkylthio, C1-C4 alkylsulfinyl, C1-C4 alkylsulfonyl, C2-C4 alkylcarbonyl, C2-C4 alkoxycarbonyl, C1-C4 alkylamino, C2-C8 dialkylamino and C3-C6 cycloalkylamino;
- or
- R14 and R15 are taken together with the nitrogen to which they are attached to form a ring containing 2 to 6 atoms of carbon and optionally one additional atom of nitrogen, sulfur or oxygen, said ring optionally substituted with 1 to 4 substituents selected from the group consisting of C1-C2 alkyl, halogen, —CN, —NO2 and C1-C2 alkoxy;
- and
- each G is independently a 3- to 6-membered nonaromatic carbocyclic or heterocyclic ring, optionally including one or two ring members selected from the group consisting of C(═O), S(O) or S(O)2 and optionally substituted with 1 to 4 substituents selected from the group consisting of C1-C2 alkyl, halogen, —CN, —NO2 and C1-C2 alkoxy.
Dependencies are inferred from the claim text.