Molecules having certain pesticidal utilities, and intermediates, compositions, and processes related thereto

Patent metadata

Field	Value
Publication number	US-10701940-B2
Application number	US-201715805710-A
Country	US
Kind code	B2
Filing date	Nov 7, 2017
Priority date	Nov 9, 2016
Publication date	Jul 7, 2020
Grant date	Jul 7, 2020

Abstract

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

First claim

We claim:

1. A molecule having the following formula

wherein:
(A) Ar 1 is selected from
(1) furanyl, phenyl, pyridazinyl, pyridyl, pyrimidinyl, or 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, or substituted thienyl, has one or more substituents independently selected from H, F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, (C 1 -C 8 )haloalkyl, (C 3 -C 8 )cycloalkyl, (C 1 -C 8 )alkoxy, (C 1 -C 8 )haloalkoxy, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(O) n —(C 1 -C 8 )alkyl, OSO 2 —(C 1 -C 8 )alkyl, C(O)-NR x R y , (C 1 -C 8 )alkyl-NR x R y , C(O)—(C 1 -C 8 )alkyl, C(O)O—(C 1 -C 8 )alkyl, C(O)—(C 3 -C 8 )cycloalkyl, C(O)O—(C 3 -C 8 )cycloalkyl, C(O)—(C 2 -C 8 )alkenyl, C(O)O—(C 2 -C 8 )alkenyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-S(O) n —(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )alkyl-C(O)O—(C 1 -C 8 )alkyl, phenyl, and phenoxy,
wherein each alkyl, cycloalkyl, alkoxy, alkenyl, alkynyl, phenyl, and phenoxy substituent may be optionally substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, (C 1 -C 8 )haloalkyl, (C 3 -C 8 )cycloalkyl, (C 1 -C 8 )alkoxy, (C 1 -C 8 )haloalkoxy, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(O)—(C 1 -C 8 )alkyl, S(O) n —(C 1 -C 8 )haloalkyl, OSO 2 —(C 1 -C 8 )alkyl, OSO 2 —(C 1 -C 8 )haloalkyl, C(O)—NR x R y , (C 1 -C 8 )alkyl-NR x R y , C(O)—(C 1 -C 8 )alkyl, C(O)O—(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )haloalkyl, C(O)O—(C 1 -C 8 )haloalkyl, C(O)—(C 3 -C 8 )cycloalkyl, C(O)O—(C 3 -C 8 )cycloalkyl, C(O)—(C 2 -C 8 )alkenyl, C(O)O—(C 2 -C 8 )alkenyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-S(O)—(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )alkyl-C(O)O—(C 1 -C 8 )alkyl, phenyl, and phenoxy;

(B) Het is a 5- or 6-membered, saturated or unsaturated, heterocyclic ring, containing one or more heteroatoms independently selected from nitrogen, sulfur, or oxygen, and where Ar 1 and Ar 2 are not ortho to each other (but may be mew or para, such as, for a five-membered ring they are 1,3 and for a 6-membered ring they are either 1,3 or 1,4) and where said heterocyclic ring may also be substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , oxo, (C 1 -C 8 )alkyl, (C 3 -C 8 )cycloalkyl, (C 1 -C 8 )alkoxy, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(O) n —(C 1 -C 8 )alkyl, OSO 2 —(C 1 -C 8 )alkyl, C(O)—NR x R y , (C 1 -C 8 )alkyl-NR x R y , C(O)—(C 1 -C 8 )alkyl, C(O)O—(C 1 -C 8 )alkyl-C(O)—(C 3 -C 8 )cycloalkyl, C(O)O—(C 3 -C 8 )cycloalkyl, C(O)—(C 2 -C 8 )alkenyl, C(O)O—(C 2 -C 8 )alkenyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-S(O) n —(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )alkyl-C(O)O—(C 1 -C 8 )alkyl, phenyl, and phenoxy,
wherein each alkyl, cycloalkyl, alkoxy, alkenyl, alkynyl, phenyl, and phenoxy substituent may be optionally substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, (C 1 -C 8 )haloalkyl, (C 3 -C 8 )cycloalkyl, (C 1 -C 8 )alkoxy, (C 1 -C 8 )haloalkoxy, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(O) n —(C 1 -C 8 )alkyl, S(O) n —(C 1 -C 8 )haloalkyl, OSO 2 —(C 1 -C 8 )alkyl, OSO 2 —(C 1 -C 8 )haloalkyl, C(O)—NR x R y , (C 1 -C 8 )alkyl-NR x R y , C(O)—(C 1 -C 8 )alkyl, C(O)O—(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )haloalkyl, C(O)O—(C 1 -C 8 )haloalkyl, C(O)—(C 3 -C 8 )cycloalkyl, C(O)O—(C 3 -C 8 )cycloalkyl, C(O)—(C 2 -C 8 )alkenyl, C(O)O—(C 2 -C 8 )alkenyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-S(O) n —(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )alkyl-C(O)O—(C 1 -C 8 )alkyl, phenyl, and phenoxy;

(C) Ar 2 is selected from
(1) furanyl, phenyl, pyridazinyl, pyridyl, pyrimidinyl, or 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, or substituted thienyl, has one or more substituents independently selected from H, F, Cl, Br, I, CN, NO 2 , NR x R y , (C 1 -C 8 )alkyl, (C 1 -C 8 )haloalkyl, (C 3 -C 8 )cycloalkyk (C 1 -C 8 )alkoxy, (C 1 -C 8 )haloalkoxy, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(O) n —(C 1 -C 8 )alkyl, OSO 2 —(C 1 -C 8 )alkyl, C(O)—NR x R y , (C 1 -C 8 )alkyl-NR x R y , C(O)—(C 1 -C 8 )alkyl, C(O)O—(C 1 -C 8 )alkyl, C(O)—(C 3 -C 8 )cycloalkyl, C(O)O—(C 3 -C 8 )cycloalkyl, C(O)—(C 2 -C 8 )alkenyl, C(O)O—(C 2 -C 8 )alkenyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-S(O) n —(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )alkyl-C(O)O—(C 1 -C 8 )alkyl, phenyl, and phenoxy,
wherein each alkyl, haloalkyl, cycloalkyl, alkoxy, haloalkoxy, alkenyl, alkynyl, phenyl, and phenoxy substituent may be optionally substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, (C 1 -C 8 )haloalkyl, (C 3 -C 8 )cycloalkyl, (C 1 -C 8 )alkoxy, (C 1 -C 8 )haloalkoxy, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(O) n —(C 1 -C 8 )alkyl, S(O) n —(C 1 -C 8 )haloalkyl, OSO 2 —(C 1 -C 8 )alkyl, OSO 2 —(C 1 -C 8 )haloalkyl, C(O)—NR x R y , (C 1 -C 8 )alkyl-NR x R y , C(O)—(C 1 -C 8 )alkyl, C(O)O—(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )haloalkyl, C(O)O—(C 1 -C 8 )haloalkyl, C(O)—(C 3 -C 8 )cycloalkyl, C(O)O—(C 3 -C 8 )cycloalkyl, C(O)—(C 2 -C 8 )alkenyl, C(O)O—(C 2 -C 8 )alkenyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-S(O) n —(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )alkyl-C(O)O—(C 1 -C 8 )alkyl, phenyl, and phenoxy;

(D) L is linker selected from
(1) a saturated or unsaturated, substituted or unsubstituted, linear (C 1 -C 4 )hydrocarbyl linker, and
(2) a saturated or unsaturated, substituted or unsubstituted, cyclic (C 3 -C 8 )hydrocarbyl group linker,
wherein each of said linkers connects Ar 2 to —NH— and
wherein said substituted linear (C 1 -C 4 )hydrocarbyl linker and substituted cyclic (C 3 -C 8 )hydrocarbyl linker has one or more substituents independently selected from R 8 , R 9 , R 10 , R 11 , and R 12 , wherein each R 8 , R 9 , R 10 , R 11 , and R 12 , is selected from F, Cl, Br, I, CN, oxo, (C 1 -C 6 )alkyl, (C 2 -C 6 )alkenyl, (C 2 -C 6 )haloalkenyl, (C 2 -C 6 )alkynyl, (C 1 -C 6 )haloalkyl, (C 3 -C 6 )cycloalkyl, (C 3 -C 6 )cycloalkenyl, (C 3 -C 6 )halocycloalkyl, (C 1 -C 6 )alkoxy, (C 1 -C 6 )haloalkoxy, or phenyl;

(H) R 3 is selected from the group consisting of (C 3 -C 8 )cycloalkyl, phenyl, (C 1 -C 8 )alkylphenyl, (C 1 -C 8 )alkyl-O-phenyl, (C 2 -C 8 )alkenyl-O-phenyl, (Het-1), (C 1 -C 8 )alkyl-(Het-1), and (C 1 -C 8 )alkyl-O-(Het-1),
wherein each alkyl, cycloalkyl, alkenyl, phenyl, and (Het-1) may be optionally substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , NR x R y , (C 1 -C 8 )alkyl, (C 1 -C 8 )haloalkyl, (C 3 -C 8 )cycloalkyl, (C 1 -C 8 )alkoxy, (C 1 -C 8 )haloalkoxy, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(O) n —(C 1 -C 8 )alkyl, S(O) n —(C 1 -C 8 )haloalkyl, OSO 2 —(C 1 -C 8 )alkyl, OSO 2 —(C 1 -C 8 )haloalkyl, C(O)H, C(O)—NR x R y , (C 1 -C 8 )alkyl-NR x R y , C(O)—(C 1 -C 8 )alkyl, C(O)O—(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )haloalkyl, C(O)O—(C 1 -C 8 )haloalkyl, C(O)—(C 3 -C 5 )cycloalkyl, C(O)O—(C 1 -C 8 )cycloalkyl, C(O)—(C 2 -C 8 )alkenyl, C(O)O—(C 2 -C 8 )alkenyl, O—(C 1 -C 8 )alkyl, S—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )alkyl-C(O)O—(C 1 -C 8 )alkyl, phenyl, phenoxy, and (Het-1),

(J) R 5 , R 6 , and R 7 are each independently selected f

Assignees

• Dow Agrosciences Llc

Inventors

• Giampietro Natalie C
• Demeter David A
• (Fischer) Horty Lindsey G
• Crouse Gary D
• Sparks Thomas C

Classifications

• C07D417/12 Primary

  linked by a chain containing hetero atoms as chain links · CPC title

• A01N47/46

  containing —N=C=S groups · CPC title

• A01N47/48

  containing —S—C≡N groups (A01N43/00 - A01N47/38 take precedence) · CPC title

• A01N47/36 Primary

  containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof · CPC title

• A61P33/00

  Antiparasitic agents · CPC title