Aromatic compound and use thereof

Patent metadata

Field	Value
Publication number	US-9573904-B2
Application number	US-201415102576-A
Country	US
Kind code	B2
Filing date	Dec 10, 2014
Priority date	Dec 12, 2013
Publication date	Feb 21, 2017
Grant date	Feb 21, 2017

Abstract

An aromatic compound represented by formula (1):

wherein R 1 and R 2 each independently represents a halogen atom, a C1-C4 alkyl group, or a C1-C4 haloalkyl group; m and n each independently represents an integer of 0 to 4; R 3 and R 4 each represents a hydrogen atom; Y represents formula: —OC(═X)ZR 5 or —SC(═X)ZR 5 ; R 5 represents a C1-C3 alkyl group optionally having one or more halogen atoms; Z represents a sulfur atom, NR 8 , or a direct bond; R 8 represents a C1-C3 alkyl group or a hydrogen atom; Q represents a pyrazolyl group optionally having a substituent; and W and X each independently represents an oxygen atom or a sulfur atom, has excellent control activity against pests.

First claim

The invention claimed is:

1. An aromatic compound represented by formula (1):

wherein R 1 and R 2 each independently represents a halogen atom, a C1-C4 alkyl group optionally having one or more halogen atoms, a C3-C4 cycloalkyl group optionally having one or more halogen atoms, a C2-C4 alkenyl group optionally having one or more halogen atoms, a C2-C4 alkynyl group optionally having one or more halogen atoms, a C1-C4 alkoxy group optionally having one or more halogen atoms, a C1-C4 alkylthio group optionally having one or more halogen atoms, a cyano group, or a nitro group (in which when m is an integer of 2 or more, two or more R 1 (s) may be the same or different to each other and, when n is an integer of 2 or more, two or more R 2 (s) may be the same or different to each other);
m and n each independently represents an integer of 0 to 4;
R 3 and R 4 each independently represents a hydrogen atom, or a C1-C3 alkyl group optionally having one or more halogen atoms;
Y represents formula: —OC(═X)ZR 5 or —SC(═X)ZR 5 ;
R 5 represents a C1-C3 alkyl group optionally having one or more halogen atoms;
Z represents an oxygen atom, a sulfur atom, NR 8 , or a direct bond;
R 8 represents a C1-C3 alkyl group optionally having one or more halogen atoms, or a hydrogen atom;
Q represents pyrazolyl group optionally having one or more atoms or groups selected from Group P 1 ; and
W and X each independently represents an oxygen atom or a sulfur atom:
Group P 1 : Group consisting of a halogen atom, a C1-C6 alkyl group optionally having one or more halogen atoms, a C2-C6 alkenyl group optionally having one or more halogen atoms, a C2-C6 alkynyl group optionally having one or more halogen atoms, a C3-C6 cycloalkyl group optionally having one or more halogen atoms, a C1-C6 alkoxy group optionally having one or more halogen atoms, a C1-C6 alkylthio group optionally having one or more halogen atoms, a C3-C6 cycloalkyloxy group optionally having one or more halogen atoms, a C3-C6 cycloalkylthio group optionally having one or more halogen atoms, a C3-C6 alkenyloxy group optionally having one or more halogen atoms, a C3-C6 alkynyloxy group optionally having one or more halogen atoms, a C3-C6 alkenylthio group optionally having one or more halogen atoms, a C3-C6 alkynylthio group optionally having one or more halogen atoms, a C2-C6 alkylcarbonyl group optionally having one or more halogen atoms, a C2-C6 alkylcarbonyloxy group optionally having one or more halogen atoms, a C2-C6 alkylcarbonylthio group optionally having one or more halogen atoms, a carboxy group, a formyl group, a C2-C6 alkoxycarbonyl group optionally having one or more atoms, a nitro group, a cyano group, and an amino group optionally having a C1-C6 alkyl group (in which the alkyl group optionally has one or more halogen atoms).

2. The aromatic compound according to claim 1 , wherein the aromatic compound is a compound represented by formula (2):

wherein R 9 and R 1 each independently represents a hydrogen atom, a C1-C3 alkyl group optionally having one or more halogen atoms, a halogen atom, a C3-C5 cycloalkyl group optionally having one or more halogen atoms, or a C1-C3 alkoxy group optionally having one or more halogen atoms;
R 11 represents a hydrogen atom, a C1-C3 alkyl group optionally having one or more halogen atoms, a halogen atom, a C1-C3 alkoxy group optionally having one or more halogen atoms, a C2-C3 alkenyl group optionally having one or more halogen atoms, a C3-C4 cycloalkyl group optionally having one or more halogen atoms, a C2-C3 alkynyl group optionally having one or more halogen atoms, or a C1-C3 alkylthio group optionally having one or more halogen atoms;
Y′ represents formula: —OC(═X)Z′R 5 or —SC(═X)Z′R 5 ;
Z′ represents a sulfur atom, NR 8 , or a direct bond;
R 5 , R 8 , W, and X are the same as defined above; and
Q 2 represents a pyrazol-1-yl group optionally having one or more atoms or groups selected from Group P 2 :
Group P 2 : Group consisting of a halogen atom, a C1-C6 alkyl group optionally having one or more halogen atoms, a C2-C6 alkenyl group optionally having one or more halogen atoms, a C2-C6 alkynyl group optionally having one or more halogen atoms, a C3-C6 cycloalkyl group optionally having one or more halogen atoms, a C1-C6 alkoxy group optionally having one or more halogen atoms, a C1-C6 alkylthio group optionally having one or more halogen atoms, a C3-C6 alkenyloxy group optionally having one or more halogen atoms, a C3-C6 alkynyloxy group optionally having one or more halogen atoms, and a cyano group.

3. The aromatic compound according to claim 1 , wherein the aromatic compound is a compound represented by formula (3):

wherein R 9 , R 10 , R 11 , Y′, and W are the same as defined above; and
Q 3 represents a pyrazol-3-yl group optionally having one or more atoms or groups selected from Group P 2 .

4. The aromatic compound according to claim 1 , wherein the aromatic compound is a compound represented by formula (4):

wherein R 12 represents a C1-C3 alkyl group optionally having one or more halogen atoms, or a halogen atom;
R 13 and R 14 each independently represents a hydrogen atom or a C1-C3 alkyl group optionally having one or more halogen atoms;
R 15 represents a hydrogen atom, a C1-C3 alkyl group optionally having one or more halogen atoms, a halogen atom, a C1-C3 alkoxy group optionally having one or more halogen atoms, or a C3-C4 cycloalkyl group optionally having one or more halogen atoms;
Y″ represents formula: —OC(═X)Z″R 5 ;
Z″ represents NR 8 , or a direct bond;
R 5 and R 8 are the same as defined above; and
Q 4 represents a pyrazol-3-yl group optionally having one or more atoms or groups selected from Group P 3 , or a pyrazol-1-yl group optionally having one or more atoms or groups selected from Group P 3 :
Group P 3 : Group consisting of a hydrogen atom, a halogen atom, a C1-C6 alkyl group optionally having one or more halogen atoms, and a C1-C6 alkoxy group optionally having one or more halogen atoms.

5. A pest control agent comprising the aromatic compound according to claim 1 .

6. A method for controlling pests, which comprises applying an effective amount of the aromatic compound according to claim 1 to plants or soil.

Assignees

• Sumitomo Chemical Co

Inventors

• Shioda Takayuki

Classifications

• A01N47/10

  Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof · CPC title

• A61P33/14

  Ectoparasiticides, e.g. scabicides · CPC title

• A61P33/10

  Anthelmintics · CPC title

• A01N47/06

  containing —O—CO—O— groups; Thio analogues thereof · CPC title

• A01N43/56

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