Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto

Patent metadata

Field	Value
Publication number	US-9795139-B2
Application number	US-201615092641-A
Country	US
Kind code	B2
Filing date	Apr 7, 2016
Priority date	Apr 17, 2015
Publication date	Oct 24, 2017
Grant date	Oct 24, 2017

Abstract

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

First claim

The invention claimed is:

1. A molecule having the following formula

wherein:
(A) R 1 is selected from the group consisting of H, F, Cl, Br, I, CN, NH 2 , NO 2 , (C 1 -C 4 )alkyl, (C 3 -C 6 )cycloalkyl, (C 2 -C 4 )alkenyl, (C 3 -C 6 )cycloalkenyl, (C 2 -C 4 )alkynyl, (C 1 -C 4 )alkoxy, (C 1 -C 4 )haloalkyl, (C 3 -C 6 )halocycloalkyl, (C 2 -C 4 )haloalkenyl, (C 3 -C 6 )halocycloalkenyl, (C 1 -C 4 )haloalkoxy, S(C 1 -C 4 )alkyl, S(O)(C 1 -C 4 )alkyl, S(O) 2 (C 1 -C 4 )alkyl, S(C 1 -C 4 )haloalkyl, S(O)(C 1 -C 4 )haloalkyl, S(O) 2 (C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkyl-S(O) 2 NH 2 , and (C 1 -C 4 )haloalkyl-S(O) 2 NH 2 ;
(B) R 2 is selected from the group consisting of H, F, Cl, Br, I, CN, NH 2 , NO 2 , (C 1 -C 4 )alkyl, (C 3 -C 6 )cycloalkyl, (C 2 -C 4 )alkenyl, (C 3 -C 6 )cycloalkenyl, (C 2 -C 4 )alkynyl, (C 1 -C 4 )alkoxy, (C 1 -C 4 )haloalkyl, (C 3 -C 6 )halocycloalkyl, (C 2 -C 4 )haloalkenyl, (C 3 -C 6 )halocycloalkenyl, (C 1 -C 4 )haloalkoxy, S(C 1 -C 4 )alkyl, S(O)(C 1 -C 4 )alkyl, S(O) 2 (C 1 -C 4 )alkyl, S(C 1 -C 4 )haloalkyl, S(O)(C 1 -C 4 )haloalkyl, S(O) 2 (C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkyl-S(O) 2 NH 2 , and (C 1 -C 4 )haloalkyl-S(O) 2 NH 2 ;
(C) R 3 is selected from the group consisting of H, F, Cl, Br, I, CN, NH 2 , NO 2 , (C 1 -C 4 )alkyl, (C 3 -C 6 )cycloalkyl, (C 2 -C 4 )alkenyl, (C 3 -C 6 )cycloalkenyl, (C 2 -C 4 )alkynyl, (C 1 -C 4 )alkoxy, (C 1 -C 4 )haloalkyl, (C 3 -C 6 )halocycloalkyl, (C 2 -C 4 )haloalkenyl, (C 3 -C 6 )halocycloalkenyl, (C 1 -C 4 )haloalkoxy, S(C 1 -C 4 )alkyl, S(O)(C 1 -C 4 )alkyl, S(O) 2 (C 1 -C 4 )alkyl, S(C 1 -C 4 )haloalkyl, S(O)(C 1 -C 4 )haloalkyl, S(O) 2 (C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkyl-S(O) 2 NH 2 , and (C 1 -C 4 )haloalkyl-S(O) 2 NH 2 ;
(D) R 4 is selected from the group consisting of H, F, Cl, Br, I, CN, NH 2 , NO 2 , (C 1 -C 4 )alkyl, (C 3 -C 6 )cycloalkyl, (C 2 -C 4 )alkenyl, (C 3 -C 6 )cycloalkenyl, (C 2 -C 4 )alkynyl, (C 1 -C 4 )alkoxy, (C 1 -C 4 )haloalkyl, (C 3 -C 6 )halocycloalkyl, (C 2 -C 4 )haloalkenyl, (C 3 -C 6 )halocycloalkenyl, (C 1 -C 4 )haloalkoxy, S(C 1 -C 4 )alkyl, S(O)(C 1 -C 4 )alkyl, S(O) 2 (C 1 -C 4 )alkyl, S(C 1 -C 4 )haloalkyl, S(O)(C 1 -C 4 )haloalkyl, S(O) 2 (C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkyl-S(O) 2 NH 2 , and (C 1 -C 4 )haloalkyl-S(O) 2 NH 2 ;
(E) R 5 is selected from the group consisting of H, F, Cl, Br, I, CN, NH 2 , NO 2 , (C 1 -C 4 )alkyl, (C 3 -C 6 )cycloalkyl, (C 2 -C 4 )alkenyl, (C 3 -C 6 )cycloalkenyl, (C 2 -C 4 )alkynyl, (C 1 -C 4 )alkoxy, (C 1 -C 4 )haloalkyl, (C 3 -C 6 )halocycloalkyl, (C 2 -C 4 )haloalkenyl, (C 3 -C 6 )halocycloalkenyl, (C 1 -C 4 )haloalkoxy, S(C 1 -C 4 )alkyl, S(O)(C 1 -C 4 )alkyl, S(O) 2 (C 1 -C 4 )alkyl, S(C 1 -C 4 )haloalkyl, S(O)(C 1 -C 4 )haloalkyl, S(O) 2 (C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkyl-S(O) 2 NH 2 , and (C 1 -C 4 )haloalkyl-S(O) 2 NH 2 ;
(F) R 6 is selected from the group consisting of H and (C 1 -C 4 )alkyl;
(G) R 7 is selected from the group consisting of H, F, Cl, Br, and I;
(H) R 8 is selected from the group consisting of F, Cl, Br, and I;
(I) R 9 is selected from the group consisting of H and (C 1 -C 4 )alkyl;
(J) R 10 is selected from the group consisting of H, (C 1 -C 4 )alkyl, (C 2 -C 4 )alkenyl, (C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkyl(C 1 -C 4 )alkoxy, C(═O)(C 1 -C 4 )alkyl, and (C 1 -C 4 )alkoxyC(═O)(C 1 -C 4 )alkyl;
(K) R 11 is selected from the group consisting of H, F, Cl, Br, I, CN, NH 2 , NO 2 , (C 1 -C 4 )alkyl, (C 3 -C 6 )cycloalkyl, (C 2 -C 4 )alkenyl, (C 3 -C 6 )cycloalkenyl, (C 2 -C 4 )alkynyl, (C 1 -C 4 )alkoxy, (C 1 -C 4 )haloalkyl, (C 3 -C 6 )halocycloalkyl, (C 2 -C 4 )haloalkenyl, (C 3 -C 6 )halocycloalkenyl, (C 1 -C 4 )haloalkoxy, S(C 1 -C 4 )alkyl, S(O)(C 1 -C 4 )alkyl, S(O) 2 (C 1 -C 4 )alkyl, S(C 1 -C 4 )haloalkyl, S(O)(C 1 -C 4 )haloalkyl, S(O) 2 (C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkyl-S(O) 2 NH 2 , and (C 1 -C 4 )haloalkyl-S(O) 2 NH 2 ;
(L) R 12 is selected from the group consisting of H, F, Cl, Br, I, CN, NH 2 , NO 2 , (C 1 -C 4 )alkyl, (C 3 -C 6 )cycloalkyl, (C 2 -C 4 )alkenyl, (C 3 -C 6 )cycloalkenyl, (C 2 -C 4 )alkynyl, (C 1 -C 4 )alkoxy, (C 1 -C 4 )haloalkyl, (C 3 -C 6 )halocycloalkyl, (C 2 -C 4 )haloalkenyl, (C 3 -C 6 )halocycloalkenyl, (C 1 -C 4 )haloalkoxy, S(C 1 -C 4 )alkyl, S(O)(C 1 -C 4 )alkyl, S(O) 2 (C 1 -C 4 )alkyl, S(C 1 -C 4 )haloalkyl, S(O)(C 1 -C 4 )haloalkyl, S(O) 2 (C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkyl-S(O) 2 NH 2 , and (C 1 -C 4 )haloalkyl-S(O) 2 NH 2 ;
(M) R 13 is selected from the group consisting of H, F, Cl, Br, I, CN, NH 2 , NO 2 , (C 1 -C 4 )alkyl, (C 3 -C 6 )cycloalkyl, (C 2 -C 4 )alkenyl, (C 3 -C 6 )cycloalkenyl, (C 2 -C 4 )alkynyl, (C 1 -C 4 )alkoxy, (C 1 -C 4 )haloalkyl, (C 3 -C 6 )halocycloalkyl, (C 2 -C 4 )haloalkenyl, (C 3 -C 6 )halocycloalkenyl, (C 1 -C 4 )haloalkoxy, S(C 1 -C 4 )alkyl, S(O)(C 1 -C 4 )alkyl, S(O) 2 (C 1 -C 4 )alkyl, S(C 1 -C 4 )haloalkyl, S(O)(C 1 -C 4 )haloalkyl, S(O) 2 (C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkyl-S(O) 2 NH 2 , and (C 1 -C 4 )haloalkyl-S(O) 2 NH 2 ;
(N) R 14 is selected from the group consisting of H, F, Cl, Br, I, CN, NH 2 , NO 2 , (C 1 -C 4 )alkyl, (C 3 -C 6 )cycloalkyl, (C 2 -C 4 )alkenyl, (C 3 -C 6 )cycloalkenyl, (C 2 -C 4 )alkynyl, (C 1 -C 4 )alkoxy, (C 1 -C 4 )haloalkyl, (C 3 -C 6 )halocycloalkyl, (C 2 -C 4 )haloalkenyl, (C 3 -C 6 )halocycloalkenyl, (C 1 -C 4 )haloalkoxy, S(C 1 -C 4 )alkyl, S(O)(C 1 -C 4 )alkyl, S(O) 2 (C 1 -C 4 )alkyl, S(C 1 -C 4 )haloalkyl, S(O)(C 1 -C 4 )haloalkyl, S(O) 2 (C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkyl-S(O) 2 NH 2 , and (C 1 -C 4 )haloalkyl-S(O) 2 NH 2 ;
(O) R 15 is selected from the group consisting of H, (C 1 -C 4 )alkyl, (C 2 -C 4 )alkenyl, (C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkyl(C 1 -C 4 )alkoxy, C(═O)(C 1 -C 4 )alkyl, and (C 1 -C 4 )alkoxyC(═O)(C 1 -C 4 )alkyl;
(P) R 16 is selected from the group consisting of (C 3 -C 8 )cycloalkyl, azetidinyl, 2,5-dioxoimidazolidinyl, 2,4-dioxo-1,3-diazaspiro[4.4]nonanylisoxazolidinonyl, imidazolidinonyl, isoxazolidinonyl, morpholinyl, oxazolidinonyl, oxetanyl, piperazinyl, piperidinyl, pyranyl, pyrrolidinyl, pyrrolidinonyl, tetrahydrofuranyl, tetrahydropyranyl, tetrahydrothiophenyl, tetrahydrothiophenyl-oxide, tetrahydrothiophenyl-dioxide, thietanyl, thietanyl-oxide, thietanyl-dioxide, and thioxothiazolidinonyl, wherein each cycloalkyl, azetidinyl, 2,5-dioxoimidazolidinyl, 2,4-dioxo-1,3-diazaspiro[4.4]nonanylisoxazolidinonyl, imidazolidinonyl, isoxazolidinonyl, morpholinyl, oxazolidinonyl, oxetanyl, piperazinyl, piperidinyl, pyranyl, pyrrolidinyl, pyrrolidinonyl, tetrahydrofuranyl, tetrahydropyranyl, tetrahydrothiophenyl, tetrahydrothiophenyl-oxide, tetrahydrothiophenyl-dioxide, thietanyl, thietanyl-oxide, thietanyl-dioxide, and thioxothiazolidinonyl may be optionally substituted with one or more substituents selected from the group consisting of H, F, Cl, Br, I, CN, NH 2 , NO 2 , oxo, (C 1 -C 4 )alkyl, (C 1 -C 4 )haloalkyl, C(═O)O(C 1 -C 4 )alkyl, (C═O)NH(C 1 -C 4 )alkyl, (C═O)NH(C 1 -C 4 )haloalkyl, C(═O)(C 3 -C 6 )cyclopropyl, C(═O)(C 1 -C 4 )haloalkyl, C(═O)(C 1 -C 4 )alkyl(C 1 -C 4 )alkoxy, and (C 1 -C 4 )alkyl-morpholinyl;
(Q) Q 1 and Q 2 are each independently selected from the group consisting of O and S; and
N-oxides, agriculturally acceptable acid addition salts, salt derivatives, solvates, ester derivatives, crystal polymorphs, isotopes, resolved stereoisomers, and tautomers, of the molecules of Formula One.

2. A molecule according to claim 1 , wherein R 1 is selected from the group consisting of H and Cl.

3. A molecule according to claim 1 , wherein R 2 is selected from the group consisting of H, Cl, Br, CH 3 , and CF 3 .

4. A molecule according to claim 1 , wherein R 3 is selected from the group consisting of H, F, Cl, CH 3 , CF 3 , and OCF 3 .

5. A molecule according to claim 1

Assignees

• Dow Agrosciences Llc

Inventors

• Eckelbarger Joseph D
• Knueppel Daniel I
• Heemstra Ronald J
• Ross Jr Ronald
• Dekorver Kyle A
• Gray Kaitlyn
• Vednor Peter
• Martin Timothy P
• Hunter Ricky
• Demeter David A
• Trullinger Tony K
• Baum Erich
• Benko Zoltan L
• Choy Nakyen
• Crouse Gary
• Daeuble Sr John F
• Li Fangzheng
• Nissen Jeff
• Riener Michelle
• Sparks Tom
• Wessels Frank
• Yap Maurice

Classifications

• C07C311/08

  having the nitrogen atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring · CPC title

• C07D235/30

  Nitrogen atoms not forming part of a nitro radical · CPC title

• C07D277/30

  Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals · CPC title

• C07C381/10

  Compounds containing sulfur atoms doubly-bound to nitrogen atoms · CPC title

• C07C317/50

  at least one of the nitrogen atoms being part of any of the groups [IMAGE cpc-sch-C07C-0976.gif], X being a hetero atom, Y being any atom · CPC title