Azole derivative, method for producing same, intermediate compound, and agricultural or horticultural chemical agent and industrial material protecting agent

Patent metadata

Field	Value
Publication number	US-9440933-B2
Application number	US-201514691279-A
Country	US
Kind code	B2
Filing date	Apr 20, 2015
Priority date	Jun 7, 2011
Publication date	Sep 13, 2016
Grant date	Sep 13, 2016

Abstract

Provided is an azole derivative superior in disease-controlling activity contained as an active ingredient in agricultural or horticultural chemical agents.
The azole derivative according to the present invention is represented by the following General Formula (I):

(in Formula (I), R 1 represents an unsubstituted or substituted C 1 -C 6 -alkyl group;

R 2 represents a carbonyl group-containing functional group, wherein the carbon atom in the carbonyl group is bound to the carbon atom in the cyclopentane ring substituted with R 1 and to a hydrogen atom, a hydroxyl group, R 3 , OR 3 , or NR 3 R 4 ;

R 3 and R 4 each represent a C 1 -C 6 -alkyl group, a C 2 -C 6 -alkenyl group, or a C 2 -C 6 -alkynyl group;

Y represents a halogen atom, a C 1 -C 4 -alkyl group, a C 1 -C 4 -haloalkyl group, a C 1 -C 4 -alkoxy group, a C 1 -C 4 -haloalkoxy group, a phenyl group, a cyano group, or a nitro group;

m is 0 to 5; and

A represents a nitrogen atom or a methine group).

First claim

The invention claimed is:

1. An intermediate compound of Formula (XI)

wherein Y represents a halogen atom, a C 1 -C 4 -alkyl group, a C 1 -C 4 -haloalkyl group, a C 1 -C 4 -alkoxy group, a C 1 -C 4 -haloalkoxy group, a phenyl group, a cyano group, or a nitro group;
m is 0 to 5;
n is 1 to 6; and
A represents a nitrogen atom or a methine group;
R 3 represents a hydrogen atom, a C 1 -C 6 -alkyl group, a C 2 -C 6 -alkenyl group, or a C 2 -C 6 -alkynyl group
wherein the intermediate compound is used for the production of an azole derivative represented by the following General Formula (I):

wherein R 1 represents a halogen atom-substituted C 1 -C 6 -alkyl group;
R 2 represents COOR 3 , wherein the carbon atom in the carbonyl group is bound to the carbon atom in the cyclopentane ring substituted with R 1 ;
R 3 and R 4 each represent a hydrogen atom, a C 1 -C 6 -alkyl group, a C 2 -C 6 -alkenyl group, or a C 2 -C 6 -alkynyl group; and Y, m, and A are as defined above.

Assignees

• Kureha Corp

Inventors

• Araki Nobuyuki
• Miyake Taiji
• Imai Eiyu
• Obata Emiko

Classifications

• C07D405/06

  linked by a carbon chain containing only aliphatic carbon atoms · CPC title

• A01N43/653

  1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles · CPC title

• C07D249/08

  1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles · CPC title

• C07D233/56

  with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms · CPC title

• C07D233/60 Primary

  with hydrocarbon radicals, substituted by oxygen or sulfur atoms, attached to ring nitrogen atoms · CPC title