Pesticidal compositions and related methods

Patent metadata

Field	Value
Publication number	US-RE48057-E
Application number	US-201815923907-A
Country	US
Kind code	E1
Filing date	Mar 16, 2018
Priority date	Oct 22, 2013
Publication date	Jun 23, 2020
Grant date	Jun 23, 2020

Abstract

A pesticidal composition comprises a compound of formula I or any agriculturally acceptable salt thereof, wherein R 1 , R 2 , R 4 , R 5 , R 6 , R 7 , Z, Q, and Y are as described herein. A method of controlling pests comprises applying the pesticidal composition near a population of pests, or to an area to control pests.

First claim

We claim:

1. A pesticidal composition, comprising a compound of formula I or any agriculturally acceptable salt thereof:

wherein:
(a) R 1 , R 2 , and R 4 are independently hydrogen, F, Cl, Br, I, substituted or unsubstituted C 1 -C 6 alkyl, or substituted or unsubstituted C 1 -C 6 haloalkyl or substituted or unsubstituted C 1 -C1 0 cycloalkyl, substituted or unsubstituted C1-C10 halocycloalkyl,
wherein each said R 1 , R 2 , and R 4 , when substituted, has one or more substituents selected from F, Cl, Br, I, CN, NO 2 , C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C 1 -C 6 haloalkyl, C 3 -C 10 cycloalkyl, or C 3 -C 10 halocycloalkyl, each of which may be substituted and may optionally be substituted with R 10 ;
(b) R 3 is hydrogen, F, Cl, Br, I, CN, NO 2 , substituted or unsubstituted C 1 -C 6 alkyl, substituted or unsubstituted C 2 -C 6 alkenyl, substituted or unsubstituted C 2 -C 6 alkynyl, substituted or unsubstituted C 1 -C 6 alkoxy, substituted or unsubstituted C 3 -C 10 cycloalkyl, substituted or unsubstituted C 1 -C 6 haloalkyl, substituted or unsubstituted C 6 -C 20 aryl, substituted or unsubstituted C 1 -C 20 heterocyclyl, OR 10 , C(═X 1 )R 10 , C(═X 1 )OR 10 , C(═X 1 )N(R 10 ) 2 , N(R 10 ) 2 , N(R 10 )C(═X 1 )R 10 , S(O) n R 10 , S(O) n OR 10 , or R 10 S(O) n R 10 ,
wherein each said R 3 , when substituted, has one or more substituents selected from F, Cl, Br, I, CN, NO 2 , C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 1 -C 6 haloalkyl, C 2 -C 6 haloalkenyl, C 1 -C 6 haloalkyloxy, C 2 -C 6 haloalkenyloxy, C 3 -C 10 cycloalkyl, C 3 -C 10 cycloalkenyl, C 3 -C 10 halocycloalkyl, C 3 -C 10 halocycloalkenyl, OR 10 , S(O) n OR 10 , C 6 -C 20 aryl, or C 1 -C 20 heterocyclyl, each of which is unsubstituted, substituted, or substituted with R 10 ;
(c) R 5 is selected from hydrogen, F, Cl, Br, I, CN, NO 2 , substituted or unsubstituted C 1 -C 6 alkyl, substituted or unsubstituted C 2 -C 6 alkenyl, substituted or unsubstituted C 1 -C 6 alkoxy, C 3 -C 10 cycloalkyl, substituted or unsubstituted C 6 -C 20 aryl, substituted or unsubstituted C 1 -C 20 heterocyclyl, OR 10 , C(═X 1 )R 10 , C(═X 1 )OR 10 , C(═X 1 )N(R 10 ) 2 , N(R 10 ) 2 , N(R 10 )C(═X 1 )R 10 , SR 10 , S(O) n OR 10 , or R 10 S(O) n R 10 ,
wherein each said R 5 , when substituted, has one or more substituents selected from F, Cl, Br, I, CN, NO 2 , C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 1 -C 6 haloalkyl, C 2 -C 6 haloalkenyl, C 1 -C 6 haloalkyloxy, C 2 -C 6 haloalkenyloxy, C 3 -C 10 cycloalkyl, C 3 -C 10 cycloalkenyl, C 3 -C 10 halocycloalkyl, C 3 -C 10 halocycloalkenyl, OR 10 , S(O) n OR 10 , C 6 -C 20 aryl, or C 1 -C 20 heterocyclyl, each of which is unsubstituted, substituted, or substituted with R 10 ;
(d) Y is a bond or is substituted or unsubstituted C 1 -C 6 alkyl, or substituted or unsubstituted C 2 -C 6 alkenyl, except where Y is a bond, wherein each Y, when substituted, has one or more substituents selected from hydrogen, F, Cl, Br, I, CN, NO 2 , C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 1 -C 6 haloalkyl, C 2 -C 6 haloalkenyl, C 1 -C 6 haloalkyloxy, or C 3 -C 10 cycloalkyl, optionally Y and R 7 may be connected in a cyclic arrangement, where optionally such arrangement may have one or more heteroatoms selected from O, S, or N, in the cyclic structure connecting Y and R 7 ;
(e) R 6 is selected from hydrogen, substituted or unsubstituted C 1 -C 6 alkyl, substituted or unsubstituted C 2 -C 6 alkenyl, substituted or unsubstituted C 2 -C 6 alkynyl, substituted or unsubstituted C 3 -C 10 cycloalkyl, substituted or unsubstituted C 6 -C 20 aryl, substituted or unsubstituted C 1 -C 20 heterocyclyl, C 1 -C 6 alkyl-(C 3 -C 10 cyclohaloalkyl) wherein the alkyl and cyclohaloalkyl is independently substituted or unsubstituted, or C 1 -C 6 alkyl-(C 3 -C 10 cycloalkyl), wherein the alkyl and cycloalkyl is independently substituted or unsubstituted,
wherein each R 6 , when substituted, has one or more substituents selected from F, Cl, Br, I, CN, NO 2 , C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl C 1 -C 6 haloalkyl, C 1 -C 6 alkoxy, C 2 -C 6 haloalkenyl, C 1 -C 6 haloalkyloxy, C 2 -C 6 haloalkenyloxy, C 3 -C 10 cycloalkyl, C 3 -C 10 cycloalkenyl, C 3 -C 10 halocycloalkyl, C 3 -C 10 halocycloalkenyl, OR 10 , S(O) n OR 10 , C 6 -C 20 aryl, C 1 -C 20 heterocyclyl, or R 10 aryl, each of which is unsubstituted, substituted, or substituted with R 10 ;
(f) R 7 is R 9 , R 8 S(O) n R 9 ;
(g) R 8 is substituted or unsubstituted C 1 -C 12 alkenyl, or C 1 -C 12 alkynyl, substituted or unsubstituted C 1 -C 12 alkyl, or substituted or unsubstituted C 3 -C 10 cycloalkyl,
wherein each said R 8 , when substituted, has one or more substituents selected from F, Cl, Br, I, C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 1 -C 6 haloalkyl, C 3 -C 10 cycloalkyl, C 3 -C 10 halocycloalkyl, OR 10 , S(O) n R 10 , C 6 -C 20 aryl, or C 1 -C 20 heterocyclyl, each of which is unsubstituted, substituted, or substituted with R 10 ;
(h) R 9 is selected from hydrogen, substituted or unsubstituted C 1 -C 6 alkyl, substituted or unsubstituted C 2 -C 6 alkenyl, substituted or unsubstituted C 1 -C 6 alkoxy, substituted or unsubstituted C 3 -C 10 cycloalkyl, substituted or unsubstituted C 3 -C 10 halocycloalkyl substituted, or unsubstituted C 3 -C 10 cycloalkenyl, substituted or unsubstituted C 1 -C 6 haloalkyl substituted or unsubstituted C 6 -C 20 aryl, or substituted or unsubstituted C 1 -C 20 heterocyclyl,
wherein each said R 9 , when substituted, has one or more substituents selected from F, Cl, Br, I, CN, NO 2 , C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C 1 -C 6 haloalkyl, C 2 -C 6 haloalkenyl, C 2 -C 6 haloalkynyl, C 1 -C 6 haloalkyloxy, C 2 -C 6 haloalkenyloxy, C 3 -C 10 cycloalkyl, C 3 -C 10 cycloalkenyl, C 3 -C 10 halocycloalkyl, C 3 -C 10 halocycloalkenyl, oxo, OR 10 , S(O) n R 10 , C 6 -C 20 aryl, or C 1 -C 20 heterocyclyl, each of which is unsubstituted, substituted, or substituted with R 10 ;
(i) R 10 is selected from hydrogen, CN, substituted or unsubstituted C 1 -C 6 alkyl, substituted or unsubstituted C 2 -C 6 alkenyl, substituted or unsubstituted C 1 -C 6 alkoxy, substituted or unsubstituted C 2 -C 6 alkenyloxy, substituted or unsubstituted C 3 -C 10 cycloalkyl, substituted or unsubstituted C 3 -C 10 cycloalkenyl, substituted or unsubstituted C 6 -C 20 aryl, substituted or unsubstituted C 1 -C 20 heterocyclyl, substituted or unsubstituted S(O) n C 1 -C 6 alkyl, or substituted or unsubstituted N(C 1 -C 6 alkyl) 2 R 8 is substituted or unsubstituted C 1 -C 12 alkenyl, substituted or unsubstituted C 1 -C 12 alkyl, or substituted or unsubstituted C 3 -C 10 cycloalkyl,
wherein each said R 10 , when substituted, has one or more substituents selected from F, Cl, Br, I, CN, NO 2 , C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 1 -C 6 haloalkyl, C 2 -C 6 haloalkenyl, C 1 -C 6 haloalkyloxy, C 2 -C 6 haloalkenyloxy, C 3 -C 10 cycloalkyl, C 3 -C 10 cycloalkenyl, C 3 -C 10 halocycloalkyl, C 3 -C 10 halocycloalkenyl, OC 1 -C 6 alkyl, OC 1 -C 6 haloalkyl, S(O) n C 1 -C 6 alkyl, S(O) n OC 1 -C 6 alkyl, C 6 -C 20 aryl, or C 1 -C 20 heterocyclyl;
(j) Q and X 1 are independently oxygen (O) or sulfur (S);
(k) n is 0, 1, or 2; and
(l) Z is N or C—R 3 .

2. The composition of claim 1 , wherein R 1 , R 2 , and R 4 are hydrogen.

3. The A pesticidal composition of claim 1 , comprising a compound of formula I or any agriculturally acceptable salt thereof:

wherein:
(a) R 1 , R 2 , and R 4 are hydrogen (H);
(b) R 5 is Cl or CH 3 ;
(d) R 6 is hydrogen (H) or unsubstituted C 1 -C 6 alkyl;

Assignees

• Dow Agrosciences Llc

Inventors

• Niyaz Noormohamed M
• Buysse Ann M
• Demeter David A
• Garizi Negar
• Hunter Ricky
• Knueppel Daniel
• Leplae Paul R
• Lowe Christian T
• Patny Akshay
• Trullinger Tony K
• Walsh Martin J
• Zhang Yu

Classifications

• A01N43/56 Primary

  1,2-Diazoles; Hydrogenated 1,2-diazoles · CPC title

• A01N43/40 Primary

  six-membered rings · CPC title

• A01N33/10

  having at least one oxygen or sulfur atom directly attached to an aromatic ring system · CPC title

• A01C1/06

  Coating or dressing seed · CPC title

• A01N25/28

  Microcapsules {or nanocapsules} · CPC title