IP Library › Granted Patent US 8,815,922

Granted Patent B2

US 8,815,922 · App. 13/366,602 · Granted Aug 26, 2014

Pesticidal compositions and processes related thereto

Inventors: Gary D. Crouse (Noblesville, IN); Thomas C. Sparks (Greenfield, IN); William H. Dent, III (Indianapolis, IN); CaSandra L. McLeod (Indianapolis, IN); Lawrence C. Creemer (Greenfield, IN); David A. Demeter (Fishers, IN); Amanda E. Fritz (Carmel, IN); Lindsey G. Fischer (Indianapolis, IN); Erich W. Baum (Greenwood, IN)

Assignee: Dow AgroSciences, LLC.

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Quick Facts

Patent No.: US 8,815,922
App. No.: 13/366,602
Granted: Aug 26, 2014
Kind: B2

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Abstract

This document discloses molecules having the following formulas (“Formula One” & “Formula Two” and “Formula Three”) The Ar 1 , Het, Ar 2 , R1, R2, R3, R4, and R5 are further described herein.

Claims (56)

1. A molecule according to Formulas One or Two

wherein:

(a) Ar 1 is

(1) furanyl, phenyl, pyridazinyl, pyridyl, pyrimidinyl, thienyl, or

(2) substituted furanyl, substituted phenyl, substituted pyridazinyl, substituted pyridyl, substituted pyrimidinyl, or substituted thienyl,

wherein said substituted furanyl, substituted phenyl, substituted pyridazinyl, substituted pyridyl, substituted pyrimidinyl, and substituted thienyl, have one or more substituents independently selected from H, F, Cl, Br, I, CN, NO 2 , C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 halocycloalkyl, C 3 -C 6 cycloalkoxy, C 3 -C 6 halocycloalkoxy, C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, S(═O) n (C 1 -C 6 alkyl), S(═O) n (C 1 -C 6 haloalkyl), OSO 2 (C 1 -C 6 alkyl), OSO 2 (C 1 -C 6 haloalkyl), C(═O)NR x R y , (C 1 -C 6 alkyl)NR x R y , C(═O)(C 1 -C 6 alkyl), C(═O)O(C 1 -C 6 alkyl), C(═O)(C 1 -C 6 haloalkyl), C(═O)O(C 1 -C 6 haloalkyl), C(═O)(C 3 -C 6 cycloalkyl), C(═O)O(C 3 -C 6 cycloalkyl), C(═O)(C 2 -C 6 alkenyl), C(═O)O(C 2 -C 6 alkenyl), (C 1 -C 6 alkyl)O(C 1 -C 6 alkyl), (C 1 -C 6 alkyl)S(C 1 -C 6 alkyl), C(═O)(C 1 -C 6 alkyl)C(═O)O(C 1 -C 6 alkyl), phenyl, phenoxy, substituted phenyl, and substituted phenoxy,

wherein such substituted phenyl and substituted phenoxy have one or more substituents independently selected from H, F, Cl, Br, I, CN, NO 2 , C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 halocycloalkyl, C 3 -C 6 cycloalkoxy, C 3 -C 6 halocycloalkoxy, C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, S(═O) n (C 1 -C 6 alkyl), S(═O) n (C 1 -C 6 haloalkyl), OSO 2 (C 1 -C 6 alkyl), OSO 2 (C 1 -C 6 haloalkyl), C(═O)NR x R y , (C 1 -C 6 alkyl)NR x R y , C(═O)(C 1 -C 6 alkyl), C(═O)O(C 1 -C 6 alkyl), C(═O)(C 1 -C 6 haloalkyl), C(═O)O(C 1 -C 6 haloalkyl), C(═O)(C 3 -C 6 cycloalkyl), C(═O)O(C 3 -C 6 cycloalkyl), C(═O)(C 2 -C 6 alkenyl), C(═O)O(C 2 -C 6 alkenyl), (C 1 -C 6 alkyl)O(C 1 -C 6 alkyl), (C 1 -C 6 alkyl)S(C 1 -C 6 alkyl), C(═O)(C 1 -C 6 alkyl)C(═O)O(C 1 -C 6 alkyl)phenyl, and phenoxy;

(b) Het is 1,2,4-triazolyl

(1) furanyl, phenyl, pyridazinyl, pyridyl, pyrimidinyl, thienyl, or

(2) substituted furanyl, substituted phenyl, substituted pyridazinyl, substituted pyridyl, substituted pyrimidinyl, or substituted thienyl,

wherein such substituted phenyl and substituted phenoxy have one or more substituents independently selected from H, F, Cl, Br, I, CN, NO 2 , C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 halocycloalkyl, C 3 -C 6 cycloalkoxy, C 3 -C 6 halocycloalkoxy, C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, S(═O) n (C 1 -C 6 alkyl), S(═O) n (C 1 -C 6 haloalkyl), OSO 2 (C 1 -C 6 alkyl), OSO 2 (C 1 -C 6 haloalkyl), C(═O)H, C(═O)NR x R y , (C 1 -C 6 alkyl)NR x R y , C(═O)(C 1 -C 6 alkyl), C(═O)O(C 1 -C 6 alkyl), C(═O)(C 1 -C 6 haloalkyl), C(═O)O(C 1 -C 6 haloalkyl), C(═O)(C 3 -C 6 cycloalkyl), C(═O)O(C 3 -C 6 cycloalkyl), C(═O)(C 1 -C 6 haloalkyl), C(═O)(C 2 -C 6 alkenyl), C(═O)O(C 2 -C 6 alkenyl), (C 1 -C 6 alkyl)O(C 1 -C 6 alkyl), (C 1 -C 6 alkyl)S(C 1 -C 6 alkyl), C(═O)(C 1 -C 6 alkyl)C(═O)O(C 1 -C 6 alkyl), phenyl, and phenoxy;

(d) R1 is selected from H, CN, F, Cl, Br, I, C 1 -C 6 alkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkoxy, C 1 -C 6 alkoxy, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, S(═O) n (C 1 -C 6 alkyl), OSO 2 (C 1 -C 6 alkyl), C(═O)NR x R y , (C 1 -C 6 alkyl)NR x R y , C(═O)(C 1 -C 6 alkyl), C(═O)O(C 1 -C 6 alkyl), C(═O)(C 3 -C 6 cycloalkyl), C(═O)O(C 3 -C 6 cycloalkyl), C(═O)(C 2 -C 6 alkenyl), C(═O)O(C 2 -C 6 alkenyl), (C 1 -C 6 alkyl)O(C 1 -C 6 alkyl), (C 1 -C 6 alkyl)S(C 1 -C 6 alkyl), C(═O)(C 1 -C 6 alkyl)C(═O)O(C 1 -C 6 alkyl), phenyl, or phenoxy,

wherein each alkyl, cycloalkyl, cycloalkoxy, alkoxy, alkenyl, alkynyl, phenyl, and phenoxy, are optionally substituted with one or more substituents independently selected from F, Cl, Br, I, CN, NO 2 , oxo, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 halocycloalkyl, C 3 -C 6 cycloalkoxy, C 3 -C 6 halocycloalkoxy, C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, S(═O) n (C 1 -C 6 alkyl), S(═O) n (C 1 -C 6 haloalkyl), OSO 2 (C 1 -C 6 alkyl), OSO 2 (C 1 -C 6 haloalkyl), C(═O)NR x R y , (C 1 -C 6 alkyl)NR x R y , C(═O)(C 1 -C 6 alkyl), C(═O)O(C 1 -C 6 alkyl), C(═O)(C 1 -C 6 haloalkyl), C(═O)O(C 1 -C 6 haloalkyl), C(═O)(C 3 -C 6 cycloalkyl), C(═O)O(C 3 -C 6 cycloalkyl), C(═O)(C 2 -C 6 alkenyl), C(═O)O(C 2 -C 6 alkenyl), (C 1 -C 6 alkyl)O(C 1 -C 6 alkyl), (C 1 -C 6 alkyl)S(C 1 -C 6 alkyl), C(═O)(C 1 -C 6 alkyl)C(═O)O(C 1 -C 6 alkyl), phenyl, and phenoxy;

(e) R2 is H, C 1 -C 6 alkyl, C 3 -C 6 cycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C(═O)H, C(═O)(C 1 -C 6 alkyl), C(═O)O(C 1 -C 6 alkyl), C(═O)(C 3 -C 6 cycloalkyl), C(═O)O(C 3 -C 6 cycloalkyl), C(═O)(C 2 -C 6 alkenyl), C(═O)O(C 2 -C 6 alkenyl), (C 1 -C 6 alkyl)O(C 1 -C 6 alkyl), (C 1 -C 6 alkyl)S(C 1 -C 6 alkyl), C(═O)(C 1 -C 6 alkyl)C(═O)O(C 1 -C 6 alkyl), phenyl, C 1 -C 6 alkylphenyl, C 1 -C 6 alkyl-O-phenyl, C(═O)Het-1, Het-1, C 1 -C 6 alkylHet-1, or C 1 -C 6 alkyl-O-Het-1,

wherein each alkyl, cycloalkyl, alkenyl, alkynyl, phenyl, and Het-1 are optionally substituted with one or more substituents independently selected from F, Cl, Br, I, CN, 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 3 -C 6 cycloalkoxy, C 3 -C 6 halocycloalkoxy, C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, C 2 -C 6 alkenyl, C 3 -C 6 cycloalkenyl, C 2 -C 6 alkynyl, S(═O) n (C 1 -C 6 alkyl), S(═O) n (C 1 -C 6 haloalkyl), OSO 2 (C 1 -C 6 alkyl), OSO 2 (C 1 -C 6 haloalkyl), C(═O)H, C(═O)NR x R y , (C 1 -C 6 alkyl)NR x R y , C(═O)(C 1 -C 6 alkyl), C(═O)O(C 1 -C 6 alkyl), C(═O)(C 1 -C 6 haloalkyl), C(═O)O(C 1 -C 6 haloalkyl), C(═O)(C 3 -C 6 cycloalkyl), C(═O)O(C 3 -C 6 cycloalkyl), C(═O)(C 2 -C 6 alkenyl), C(═O)O(C 2 -C 6 alkenyl), (C 1 -C 6 alkyl)O(C 1 -C 6 alkyl), (C 1 -C 6 alkyl)S(C 1 -C 6 alkyl), C(═O)(C 1 -C 6 alkyl)C(═O)O(C 1 -C 6 alkyl), phenyl, phenoxy, and Het-1;

(f) R3 is C 1 -C 6 alkyl, C 3 -C 6 cycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C(═O)H, C(═O)(C 1 -C 6 alkyl), C(═O)O(C 1 -C 6 alkyl), C(═O)(C 3 -C 6 cycloalkyl), C(═O)O(C 3 -C 6 cycloalkyl), C(═O)(C 2 -C 6 alkenyl), C(═O)O(C 2 -C 6 alkenyl), (C 1 -C 6 alkyl)O(C 1 -C 6 alkyl), (C 1 -C 6 alkyl)S(C 1 -C 6 alkyl), C(═O)(C 1 -C 6 alkyl)C(═O)O(C 1 -C 6 alkyl), phenyl, C 1 -C 6 alkylphenyl, C 1 -C 6 alkyl-O-phenyl, C(═O)Het-1, Het-1, C 1 -C 6 alkylHet-1, C 1 -C 6 alkyl-O—C(═O)C 1 -C 6 alkyl-O—C 1 -C 6 alkyl, C 1 -C 6 alkyl-O—C(═O)C 1 -C 6 alkyl-O—C 1 -C 6 alkyl-O—C 1 -C 6 alkyl, C 1 -C 6 alkyl-O—C(═O)C 1 -C 6 alkyl-O—C 1 -C 6 haloalkyl, C 1 -C 6 alkyl-O—C(═O)C 1 -C 6 alkyl-N(R x )C(═O)—O-phenyl, C 1 -C 6 alkyl-O—C(═O)C 1 -C 6 alkyl-N(R x )C(═O)—O—C 1 -C 6 alkylphenyl, C 1 -C 6 alkylC(═O)N(R x )C 1 -C 6 alkyl, C 1 -C 6 alkylC(═O)N(R x )C 1 -C 6 alkylHet-1C(═O)—O—C 1 -C 6 alkyl, C 1 -C 6 alkylC(═O)N(R x )C 1 -C 6 alkylHet-1, C 1 -C 6 alkylC(═O)Het-1, C 1 -C 6 alkylC(═O)N(R x )C 1 -C 6 alkyl(N(R x )(R y ))(C(═O)OH), C 1 -C 6 alkylC(═O)N(R x )C 1 -C 6 alkylN(R x )(R y ), C 1 -C 6 alkylC(═O)N(R x )C 1 -C 6 alkylN(R x )C(═O)—O—C 1 -C 6 alkyl, C 1 -C 6 alkylC(═O)N(R x )C 1 -C 6 alkyl(N(R x )C(═O)—O—C 1 -C 6 alkyl)(C(═O)OH), C 1 -C 6 alkylC(═O)Het-1C(═O)—O—C 1 -C 6 alkyl, C 1 -C 6 alkyl-O—C(═O)—O—C 1 -C 6 alkyl, C 1 -C 6 alkyl-O—C(═O)C 1 -C 6 alkyl, C 1 -C 6 alkyl-O—C(═O)C 3 -C 6 cycloalkyl, C 1 -C 6 alkyl-O—C(═O)Het-1, C 1 -C 6 alkyl-O—C(═O)C 1 -C 6 alkyl-N(R x )C(═O)—O—C 1 -C 6 alkyl, C 1 -C 6 alkyl-NR x R y , or C 1 -C 6 alkyl-O-Het-1,

wherein each alkyl, cycloalkyl, alkenyl, alkynyl, phenyl, and Het-1 are optionally substituted with one or more substituents independently selected from F, Cl, Br, I, CN, 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 3 -C 6 cycloalkoxy, C 3 -C 6 halocycloalkoxy, C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, C 2 -C 6 alkenyl, C 3 -C 6 cycloalkenyl, C 2 -C 6 alkynyl, S(═O) n (C 1 -C 6 alkyl), S(═O) n (C 1 -C 6 haloalkyl), OSO 2 (C 1 -C 6 alkyl), OSO 2 (C 1 -C 6 haloalkyl), C(═O)H, C(═O)OH, C(═O)NR x R y , (C 1 -C 6 alkyl)NR x R y , C(═O)(C 1 -C 6 alkyl), C(═O)O(C 1 -C 6 alkyl), C(═O)(C 1 -C 6 haloalkyl), C(═O)O(C 1 -C 6 haloalkyl), C(═O)(C 3 -C 6 cycloalkyl), C(═O)O(C 3 -C 6 cycloalkyl), C(═O)(C 2 -C 6 alkenyl), C(═O)O(C 2 -C 6 alkenyl), (C 1 -C 6 alkyl)O(C 1 -C 6 alkyl), (C 1 -C 6 alkyl)S(C 1 -C 6 alkyl), C(═O)(C 1 -C 6 alkyl)C(═O)O(C 1 -C 6 alkyl), phenyl, phenoxy, Si(C 1 -C 6 alkyl) 3 , S(═O) n NR x R y , and Het-1;

(g) R4 is H, C 1 -C 6 alkyl, C 3 -C 6 cycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C(═O)H, C(═O)(C 1 -C 6 alkyl), C(═O)O(C 1 -C 6 alkyl), C(═O)(C 3 -C 6 cycloalkyl), C(═O)O(C 3 -C 6 cycloalkyl), C(═O)(C 2 -C 6 alkenyl), C(═O)O(C 2 -C 6 alkenyl), (C 1 -C 6 alkyl)O(C 1 -C 6 alkyl), (C 1 -C 6 alkyl)S(C 1 -C 6 alkyl), C(═O)(C 1 -C 6 alkyl)C(═O)O(C 1 -C 6 alkyl), phenyl, C 1 -C 6 alkylphenyl, C 1 -C 6 alkyl-O-phenyl, C(═O)Het-1, Het-1, C 1 -C 6 alkylHet-1, or C 1 -C 6 alkyl-O-Het-1,

(h) R5 is a 2 to 4 membered saturated or unsaturated hydrocarbyl linkage where said linkage may also be substituted with F, Cl, Br, I, CN, NO 2 , oxo, 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 3 -C 6 cycloalkoxy, C 3 -C 6 halocycloalkoxy, C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, C 2 -C 6 alkenyl, C 3 -C 6 cycloalkenyl, C 2 -C 6 alkynyl, S(═O) n (C 1 -C 6 alkyl), S(═O) n (C 1 -C 6 haloalkyl), OSO 2 (C 1 -C 6 alkyl), OSO 2 (C 1 -C 6 haloalkyl), C(═O)H, C(═O)OH, C(═O)NR x R y , (C 1 -C 6 alkyl)NR x R y , C(═O)(C 1 -C 6 alkyl), C(═O)O(C 1 -C 6 alkyl), C(═O)(C 1 -C 6 haloalkyl), C(═O)O(C 1 -C 6 haloalkyl), C(═O)(C 3 -C 6 cycloalkyl), C(═O)O(C 3 -C 6 cycloalkyl), C(═O)(C 2 -C 6 alkenyl), C(═O)O(C 2 -C 6 alkenyl), (C 1 -C 6 alkyl)O(C 1 -C 6 alkyl), (C 1 -C 6 alkyl)S(C 1 -C 6 alkyl), C(═O)(C 1 -C 6 alkyl)C(═O)O(C 1 -C 6 alkyl), phenyl, phenoxy, and Het-1,

wherein each alkyl, cycloalkyl, cycloalkoxy, alkoxy, alkenyl, alkynyl, phenyl, phenoxy, and Het-1, are optionally substituted with one or more substituents independently selected from F, Cl, Br, I, CN, NO 2 , oxo, 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 3 -C 6 cycloalkoxy, C 3 -C 6 halocycloalkoxy, C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, C 2 -C 6 alkenyl, C 3 -C 6 cycloalkenyl, C 2 -C 6 alkynyl, S(═O) n (C 1 -C 6 alkyl), S(═O) n (C 1 -C 6 haloalkyl), OSO 2 (C 1 -C 6 alkyl), OSO 2 (C 1 -C 6 haloalkyl), C(═O)H, C(═O)OH, C(═O)NR x R y , (C 1 -C 6 alkyl)NR x R y , C(═O)(C 1 -C 6 alkyl), C(═O)O(C 1 -C 6 alkyl), C(═O)(C 1 -C 6 haloalkyl), C(═O)O(C 1 -C 6 haloalkyl), C(═O)(C 3 -C 6 cycloalkyl), C(═O)O(C 3 -C 6 cycloalkyl), C(═O)(C 2 -C 6 alkenyl), C(═O)O(C 2 -C 6 alkenyl), (C 1 -C 6 alkyl)O(C 1 -C 6 alkyl), (C 1 -C 6 alkyl)S(C 1 -C 6 alkyl), C(═O)(C 1 -C 6 alkyl)C(═O)O(C 1 -C 6 alkyl), phenyl, halophenyl, phenoxy, and Het-1;

(i) n=0, 1, or 2;

(j) 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, S(═O) n (C 1 -C 6 alkyl), S(═O) n (C 1 -C 6 haloalkyl), OSO 2 (C 1 -C 6 alkyl), OSO 2 (C 1 -C 6 haloalkyl), C(═O)H, C(═O)(C 1 -C 6 alkyl), C(═O)O(C 1 -C 6 alkyl), C(═O)(C 1 -C 6 haloalkyl), C(═O)O(C 1 -C 6 haloalkyl), C(═O)(C 3 -C 6 cycloalkyl), C(═O)O(C 3 -C 6 cycloalkyl), C(═O)(C 2 -C 6 alkenyl), C(═O)O(C 2 -C 6 alkenyl), (C 1 -C 6 alkyl)O(C 1 -C 6 alkyl), (C 1 -C 6 alkyl)S(C 1 -C 6 alkyl), C(═O)(C 1 -C 6 alkyl)C(═O)O(C 1 -C 6 alkyl), and phenyl,

wherein each alkyl, cycloalkyl, cycloalkoxy, alkoxy, alkenyl, alkynyl, phenyl, phenoxy, and Het-1, are optionally substituted with one or more substituents independently selected from F, Cl, Br, I, CN, NO 2 , oxo, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 halocycloalkyl, C 3 -C 6 cycloalkoxy, C 3 -C 6 halocycloalkoxy, C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, C 2 -C 6 alkenyl, C 3 -C 6 cycloalkenyl, C 2 -C 6 alkynyl, S(═O) n (C 1 -C 6 alkyl), S(═O) n (C 1 -C 6 haloalkyl), OSO 2 (C 1 -C 6 alkyl), OSO 2 (C 1 -C 6 haloalkyl), C(═O)H, C(═O)OH, C(═O)(C 1 -C 6 alkyl), C(═O)O(C 1 -C 6 alkyl), C(═O)(C 1 -C 6 haloalkyl), C(═O)O(C 1 -C 6 haloalkyl), C(═O)(C 3 -C 6 cycloalkyl), C(═O)O(C 3 -C 6 cycloalkyl), C(═O)(C 2 -C 6 alkenyl), C(═O)O(C 2 -C 6 alkenyl), (C 1 -C 6 alkyl)O(C 1 -C 6 alkyl), (C 1 -C 6 alkyl)S(C 1 -C 6 alkyl), C(═O)(C 1 -C 6 alkyl)C(═O)O(C 1 -C 6 alkyl), phenyl, halophenyl, phenoxy, and Het-1,

or R x and R y together can optionally form a 5- to 7-membered saturated or unsaturated cyclic group which may contain one or more heteroatoms selected from nitrogen, sulfur, and oxygen, and where said cyclic group can contain >C═O or >C═S, and where said cyclic group may be substituted with F, Cl, Br, I, CN, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 halocycloalkyl, C 3 -C 6 cycloalkoxy, C 3 -C 6 halocycloalkoxy, C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, C 2 -C 6 alkenyl, C 3 -C 6 cycloalkenyl, C 2 -C 6 alkynyl, S(═O) n (C 1 -C 6 alkyl), S(═O) n (C 1 -C 6 haloalkyl), OSO 2 (C 1 -C 6 alkyl), OSO 2 (C 1 -C 6 haloalkyl), C(═O)(C 1 -C 6 alkyl), C(═O)O(C 1 -C 6 alkyl), C(═O)(C 1 -C 6 haloalkyl), C(═O)O(C 1 -C 6 haloalkyl), C(═O)(C 3 -C 6 cycloalkyl), C(═O)O(C 3 -C 6 cycloalkyl), C(═O)(C 2 -C 6 alkenyl), C(═O)O(C 2 -C 6 alkenyl), (C 1 -C 6 alkyl)O(C 1 -C 6 alkyl), (C 1 -C 6 alkyl)S(C 1 -C 6 alkyl), C(═O)(C 1 -C 6 alkyl)C(═O)O(C 1 -C 6 alkyl), phenyl, substituted phenyl, phenoxy, and Het-1; and

(k) Het-1 is a 5- or 6-membered, saturated or unsaturated, heterocyclic ring, containing one or more heteroatoms independently selected from nitrogen, sulfur or oxygen.

2. A molecule according to claim 1 wherein Ar 1 is a substituted phenyl wherein said substituted phenyl has one or more substituents independently selected from C 1 -C 6 haloalkyl and C 1 -C 6 haloalkoxy.

3. A molecule according to claim 1 wherein Ar 1 is a substituted phenyl wherein said substituted phenyl, has one or more substituents independently selected from CF 3 , OCF 3 , and OCF 2 CF 3 .

4. A molecule according to claim 1 wherein Ar 2 is a phenyl.

5. A molecule according to claim 1 wherein R1 is H or C 1 -C 6 alkyl.

6. A molecule according to claim 1 wherein R1 is H or CH 3 .

7. A molecule according to claim 1 wherein R2 is H.

8. A molecule according to claim 1 wherein R3 is C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C 1 -C 6 alkylphenyl, C 1 -C 6 alkylHet-1, C 1 -C 6 alkyl-O—C(═O)C 1 -C 6 alkyl-O—C 1 -C 6 alkyl, C 1 -C 6 alkyl-O—C(═O)C 1 -C 6 alkyl-O—C 1 -C 6 alkyl-O—C 1 -C 6 alkyl, C 1 -C 6 alkyl-O—C(═O)C 1 -C 6 alkyl-O—C 1 -C 6 haloalkyl, C 1 -C 6 alkyl-O—C(═O)C 1 -C 6 alkyl-N(R x )C(═O)—O-phenyl, C 1 -C 6 alkyl-O—C(═O)C 1 -C 6 alkyl-N(R x )C(═O)—O—C 1 -C 6 alkylphenyl, C 1 -C 6 alkylC(═O)N(R x )C 1 -C 6 alkyl, C 1 -C 6 alkylC(═O)N(R x )C 1 -C 6 alkylHet-1C(═O)—O—C 1 -C 6 alkyl, C 1 -C 6 alkylC(═O)N(R x )C 1 -C 6 alkylHet-1, C 1 -C 6 alkylC(═O)Het-1, C 1 -C 6 alkylC(═O)N(R x )C 1 -C 6 alkyl(N(R x )(R y ))(C(═O)OH), C 1 -C 6 alkylC(═O)N(R x )C 1 -C 6 alkylN(R x )(R y ), C 1 -C 6 alkylC(═O)N(R x )C 1 -C 6 alkylN(R x )C(═O)—O—C 1 -C 6 alkyl, C 1 -C 6 alkylC(═O)N(R x )C 1 -C 6 alkyl(N(R x )C(═O)—O—C 1 -C 6 alkyl)(C(═O)OH), C 1 -C 6 alkylC(═O)Het-1C(═O)—O—C 1 -C 6 alkyl, C 1 -C 6 alkyl-O—C(═O)—O—C 1 -C 6 alkyl, C 1 -C 6 alkyl-O—C(═O)C 1 -C 6 alkyl, C 1 -C 6 alkyl-O—C(═O)C 3 -C 6 cycloalkyl, C 1 -C 6 alkyl-O—C(═O)Het-1, or C 1 -C 6 alkyl-O—C(═O)C 1 -C 6 alkyl-N(R x )C(═O)—O—C 1 -C 6 alkyl

wherein each alkyl, alkenyl, alkynyl, phenyl, and Het-1 are optionally substituted with one or more substituents independently selected from F, Cl, Br, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 1 -C 6 haloalkoxy, S(═O) n (C 1 -C 6 alkyl), C(═O)OH, C(═O)O(C 1 -C 6 alkyl), phenyl, Si(C 1 -C 6 alkyl) 3 , and S(═O) n NR x R y .

9. A molecule according to claim 1 wherein R4 is phenyl, C 1 -C 6 alkylphenyl, or C 1 -C 6 alkyl-O-phenyl, wherein each alkyl and phenyl are optionally substituted with one or more substituents independently selected from F, Cl, NR x R y , C 1 -C 6 alkyl, or C 1 -C 6 alkoxy.

10. A molecule according to claim 1 wherein

Ar 1 is a substituted phenyl wherein said substituted phenyl, has one or more C 1 -C 6 haloalkoxy;

Het is a triazolyl;

Ar 2 is a phenyl;

R1 is H;

R2 is H;

R3 is C 1 -C 6 alkylHet-1 wherein said alkyl and Het-1 are optionally substituted with one or more substituents independently selected from F, Cl, Br, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 1 -C 6 haloalkoxy, S(═O) n (C 1 -C 6 alkyl), C(═O)OH, C(═O)O(C 1 -C 6 alkyl), phenyl, Si(C 1 -C 6 alkyl) 3 , and S(═O) n NR x R y ;

R 4 is phenyl, wherein said phenyl is optionally substituted with one or more substituents independently selected from F, Cl, NR x R y , C 1 -C 6 alkyl, or C 1 -C 6 alkoxy; and

n=0, 1, or 2;

R x and R y are independently selected from H and phenyl, wherein said phenyl, may be optionally substituted with one or more substituents independently selected from F and Cl; and

Het-1 is wherein Het-1 is a 5- or 6-membered, saturated or unsaturated, heterocyclic ring, containing one or more heteroatoms independently selected from nitrogen, sulfur or oxygen.

11. A molecule according to claim 1 wherein said molecule is selected from

12. A composition according to claim 1 comprising a pesticidally acceptable acid addition salt, a salt derivative, a solvate, or an ester derivative, of a molecule according to claim 1 .

13. A composition according to claim 1 comprising a polymorph of a molecule according to claim 1 .

14. A composition according to claim 1 comprising a molecule according to claim 1 wherein at least one H is 2 H or at least one C is 14 C.

15. A composition comprising a molecule according to claim 1 and at least one other compound selected from the Insecticide Group, Acaricide Group, Nematicide Group, Fungicide Group, Herbicide Group, AI Group, or Synergist Group.

16. A composition comprising a composition according to claim 1 and a seed.

17. A composition according to claim 16 wherein said seed has been genetically modified to express one or more specialized traits.

18. A composition according to claim 1 and at least one compound that has a mode of action selected from acetylcholinesterase inhibitor, sodium channel modulator, chitin biosynthesis inhibitor, GABA-gated chloride channel antagonist, GABA and glutamate-gated chloride channel agonist, acetylcholine receptor agonist, MET I inhibitor, Mg-stimulated ATPase inhibitor, nicotinic acetylcholine receptor, Midgut membrane disrupter, oxidative phosphorylation disrupter, and ryanodine receptor (RyRs).

Assignments (2)

CHANGE OF NAME Recorded Nov 8, 2021

From: DOW AGROSCIENCES LLC

To: CORTEVA AGRISCIENCE LLC

Reel/Frame 058044/0184 →

ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 21, 2014

From: CROUSE, GARY D; SPARKS, THOMAS C; DENT, WILLIAM H, III; MCLEOD, CASANDRA L; CREEMER, LAWRENCE C; DEMETER, DAVID A; FRITZ, AMANDA E; FISCHER, LINDSEY G; BAUM, ERICH W

To: DOW AGROSCIENCES LLC

Reel/Frame 032502/0034 →

Continuity (2)

Provisional Application 61440003 · Feb 7, 2011

Related Publication 20120202687A1 · Aug 9, 2012