US 11,849,728 B2
Method for controlling soybean rust fungus having resistance against Qo site inhibitor
Yuichi Matsuzaki, Takarazuka (JP); Hidekatsu Tobita, Takarazuka (JP); Hiroto Tamashima, Takarazuka (JP); and Yuko Semba, Takarazuka (JP)
Assigned to SUMITOMO CHEMICAL COMPANY, LIMITED, Chuo-ku (JP)
Appl. No. 17/264,159
Filed by SUMITOMO CHEMICAL COMPANY, LIMITED, Chuo-ku (JP)
PCT Filed Jul. 31, 2019, PCT No. PCT/JP2019/030058
§ 371(c)(1), (2) Date Jan. 28, 2021,
PCT Pub. No. WO2020/027214, PCT Pub. Date Feb. 6, 2020.
Claims priority of application No. 2018-143528 (JP), filed on Jul. 31, 2018.
Prior Publication US 2021/0307328 A1, Oct. 7, 2021
Int. Cl. A01N 37/12 (2006.01); A01N 43/647 (2006.01); A01N 43/56 (2006.01); A01N 37/50 (2006.01); C07C 69/736 (2006.01)
CPC A01N 43/647 (2013.01) [A01N 37/12 (2013.01)] 5 Claims
 
1. A compound represented by formula (II) or its N oxide, or an agriculturally acceptable salt thereof:

OG Complex Work Unit Chemistry
wherein
L represents CH2, an oxygen atom, or NCH3,
EA represents R4R5C═C(R6)—, or a 1-pyrazolyl group, wherein the 1-pyrazolyl group may be optionally substituted with one or more substituents selected from Group E,
R1 represents a C1-C3 chain hydrocarbon group optionally substituted with one or more halogen atoms, a cyclopropyl group, a halogen atom, or a hydrogen atom,
n represents 0, 1, 2, or 3,
when n is 2 or 3, a plural of R2 may be identical to or different from each other,
R2 represents a C1-C3 chain hydrocarbon group optionally substituted with one or more halogen atoms, a cyclopropyl group, or a halogen atom,
R4 and R6 are identical to or different from each other and represent a C1-C3 chain hydrocarbon group optionally substituted with one or more halogen atoms, a halogen atom, a cyano group, or a hydrogen atom,
R5 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from Group A, a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from Group B, a C6-C10 aryl group, a five- to ten-aromatic heterocyclic group, a halogen atom, a cyano group, or a hydrogen atom, wherein the C6-C10 aryl group, and the five- to ten-aromatic heterocyclic group each may be optionally substituted with one or more substituents selected from Group D,
Group A: a group consisting of a C3-C6 cycloalkyl group, a C1-C4 alkoxy group, a C1-C4 alkylthio group, a halogen atom, a cyano group, a nitro group, a hydroxy group, a phenoxy group, a phenyl group, a naphthyl group, and a five- to six-membered aromatic heterocyclic group, wherein the C3-C6 cycloalkyl group, the C1-C4 alkoxy group, and the C1-C4 alkylthio group each may be optionally substituted with one or more substituents selected from the group consisting of halogen atom and cyano group, and wherein the phenoxy group, the phenyl group, the naphthyl group, and the five- to six-membered aromatic heterocyclic group each may be optionally substituted with one or more substituents selected from Group C,
Group B: a group consisting of a C1-C6 chain hydrocarbon group, a C3-C6 cycloalkyl group, a C1-C4 alkoxy group, a C1-C4 alkylthio group, a halogen atom, a cyano group, a nitro group, a hydroxy group, a phenoxy group, a phenyl group, a naphthyl group, and a five- to six-membered aromatic heterocyclic group, wherein the C1-C6 chain hydrocarbon group, the C3-C6 cycloalkyl group, the C1-C4 alkoxy group, and the C1-C4 alkylthio group each may be optionally substituted with one or more substituents selected from the group consisting of halogen atom and cyano group, and wherein the phenoxy group, the phenyl group, the naphthyl group, and the five- to six-membered aromatic heterocyclic group each may be optionally substituted with one or more substituents selected from Group C,
Group C: a group consisting of a C1-C6 chain hydrocarbon group, a C3-C6 cycloalkyl group, a C1-C6 alkoxy group, and a C1-C6 alkylthio group, a halogen atom, a cyano group, a nitro group, and a hydroxy group, wherein the C1-C6 chain hydrocarbon group, the C3-C6 cycloalkyl group, the C1-C6 alkoxy group, and the C1-C6 alkylthio group each may be optionally substituted with one or more substituents selected from the group consisting of halogen atom and cyano group,
Group D: a group consisting of a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from Group A, a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from Group B, OR11, S(O)mR13, OS(O)2R13, C(O)R11, C(O)OR11, NR11R12, C(O)NR11R12, S(O)2NR11R12, NR12C(O)R11, N12—C(O)OR13, NR12S(O)2R13, C(R12)═N—OR11, a phenyl group, a naphthyl group, a five- to six-membered aromatic heterocyclic group, an oxo group, a thioxo group, a halogen atom, a cyano group, and a nitro group, wherein the phenyl group, the naphthyl group, and the five- to six-membered aromatic heterocyclic group each may be optionally substituted with one or more substituents selected from Group C,
R11 and R12 are identical to or different from each other and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from Group A, a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from Group B, a phenyl group, a naphthyl group, a five- to six-membered aromatic heterocyclic group, or a hydrogen atom, wherein the phenyl group, the naphthyl group, and the five- to six-membered aromatic heterocyclic group each may be optionally substituted with one or more substituents selected from Group C, and
R13 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from Group A, a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from Group B, a phenyl group, a naphthyl group, or a five- to six-membered aromatic heterocyclic group, wherein the phenyl group, the naphthyl group, and the five- to six-membered aromatic heterocyclic group each may be optionally substituted with one or more substituents selected from Group C,
m is 0, 1, or 2,
Group E: a group consisting of a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from Group A, a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from Group B, OR11, S(O)mR13, OS(O)2R13, C(O)R11, C(O)OR11, NR11R12, C(O)NR11R12, S(O)2NR11R12, NR12C(O)R11, N12—(O)2R13, NR12S(O)2R13, C(R12)═N—OR11, a phenyl group, a naphthyl group, a five- to six-membered aromatic heterocyclic group, a halogen atom, a cyano group, and a nitro group, wherein the phenyl group, the naphthyl group, and the five- to six-membered aromatic heterocyclic group each may be optionally substituted with one or more substituents selected from Group C.