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

Patent metadata

Field	Value
Publication number	US-10246452-B2
Application number	US-201715843860-A
Country	US
Kind code	B2
Filing date	Dec 15, 2017
Priority date	Mar 14, 2013
Publication date	Apr 2, 2019
Grant date	Apr 2, 2019

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 (“Formula One” and/or “Formula Two”)

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) 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;

(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 1,3 for a 5-membered ring and 1,3 or 1,4 for a 6-membered ring, 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) 2 —(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 )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, 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 linear (C 1 -C 4 )hydrocarbyl linker, and
(2) a saturated or unsaturated, substituted cyclic (C 3 -C 8 )hydrocarbyl group linker,
wherein each of said linkers connects Ar 2 to N Y 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

—NR A C(O)—R B , —NR A C(O)O—R B , —C(O)—OH, or —C(O)O—R B ,
where R A is H or (C 1 -C 8 )alkyl, and R B is (C 1 -C 8 )alkyl or (C 1 -C 8 )alkyl substituted with at least one phenyl;

(E) R 1 is selected from the group consisting of H, (C 1 -C 8 )alkyl, (C 3 -C 8 )cycloalkyl, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(O) n —(C 1 -C 8 )alkyl, C(O)—NR x R y , (C 1 -C 8 )alkyl-NR x R y , 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-OC(O)—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-S(O) 2 —(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-OC(O)O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-C(O)O—(C 1 -C 8 )alkyl, C(O)alkyl, (C 1 -C 8 )alkyl-C(O)—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkylphenyl, and (C 1 -C 8 )alkyl-O-phenyl,
wherein each alkyl, cycloalkyl, alkenyl, and alkynyl may be optionally 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 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

Assignees

• Dow Agrosciences Llc

Inventors

• Webster Jeffery D
• Giampietro Natalie C
• Demeter David A
• Sparks Thomas C

Classifications

• C07D277/54

  Nitrogen and either oxygen or sulfur atoms · CPC title

• C07D405/10

  linked by a carbon chain containing aromatic rings · CPC title

• C07D403/10

  linked by a carbon chain containing aromatic rings · CPC title

• C07C335/16

  having nitrogen atoms of thiourea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton · CPC title

• C07C267/00

  Carbodiimides · CPC title