6-acyl-1,2,4-triazine-3,5-dione derivative and herbicides

Patent metadata

Field	Value
Publication number	US-9573909-B2
Application number	US-201514603029-A
Country	US
Kind code	B2
Filing date	Jan 22, 2015
Priority date	Jun 29, 2010
Publication date	Feb 21, 2017
Grant date	Feb 21, 2017

Abstract

Disclosed are triazine derivative compounds exhibiting sufficient herbicidal activity at low application dosage when they are applied to soils and foliage, and an agrochemical composition using the same, in particular herbicides.

First claim

The invention claimed is:

1. A triazine derivative or a salt thereof represented by following Formula 1,

wherein:
R 1 is selected from the group consisting of a hydrogen atom, a C 1 -C 12 alkyl group, a C 2 -C 6 alkenyl group, a C 2 -C 6 alkynyl group, a C 3 -C 6 cycloalkyl group, a C 3 -C 6 cycloalkenyl group, a C 3 -C 6 cycloalkyl C 1 -C 6 alkyl group, a C 1 -C 6 haloalkyl group, a C 2 -C 6 haloalkenyl group, a C 2 -C 6 haloalkynyl group, a C 3 -C 6 halocycloalkyl group, a C 3 -C 6 halocycloalkyl C 1 -C 6 alkyl group, an amino C 1 -C 6 alkyl group, a nitro C 1 -C 6 alkyl group, a C 1 -C 6 alkylamino C 1 -C 6 alkyl group, a di(C 1 -C 6 alkyl)amino C 1 -C 6 alkyl group, a C 1 -C 6 alkylthio C 1 -C 6 alkyl group, a C 1 -C 6 alkylsulfinyl C 1 -C 6 alkyl group, a C 1 -C 6 alkylsulfonyl C 1 -C 6 alkyl group, a C 1 -C 6 haloalkylthio C 1 -C 6 alkyl group, a C 1 -C 6 haloalkylsulfinyl C 1 -C 6 alkyl group, a C 1 -C 6 haloalkylsulfonyl C 1 -C 6 alkyl group, a C 1 -C 6 alkoxy C 1 -C 6 alkyl group, a hydroxy C 1 -C 6 alkyl group, a phenyl C 1 -C 6 alkoxy C 1 -C 6 alkyl group wherein said phenyl in the group may be substituted with one substituent group selected from substituent group α or 2 to 5 substituent groups that are the same or different from each other and selected from substituent group α, a C 1 -C 6 alkoxy C 1 -C 6 alkoxy C 1 -C 6 alkyl group, a C 3 -C 6 cycloalkyloxy C 1 -C 6 alkyl group, a C 3 -C 6 cycloalkyl C 1 -C 6 alkyloxy C 1 -C 6 alkyl group, a phenyloxy C 1 -C 6 alkyl group wherein said phenyl in the group may be substituted with 1 to 5 identical or different substituents selected from substituent group α, a phenylthio C 1 -C 6 alkyl group wherein said phenyl in the group may be substituted with 1 to 5 identical or different substituents selected from substituent group α, a phenylsulfinyl C 1 -C 6 alkyl group wherein said phenyl in the group may be substituted with 1 to 5 identical or different substituents selected from substituent group α, a phenylsulfonyl C 1 -C 6 alkyl group wherein said phenyl in the group may be substituted with 1 to 5 identical or different substituents selected from substituent group α, a C 1 -C 6 haloalkoxy C 1 -C 6 alkyl group, a phenyl group which may be substituted with one or more substituents selected from substituent group α, a phenyl C 1 -C 6 alkyl group which may be substituted with one or more substituents selected from substituent group α, a phenyl C 2 -C 6 alkenyl group which may be substituted with one or more substituents selected from substituent group α, a phenyl C 2 -C 6 alkynyl group which may be substituted with one or more substituents selected from substituent group α, a C 1 -C 6 alkoxyimino C 1 -C 6 alkyl group, a phenoxyimino C 1 -C 6 alkyl group which may be substituted with one or more substituents selected from substituent group α, a di(C 1 -C 6 alkoxy)C 1 -C 6 alkyl group, a (R 31 R 32 N—C═O)C 1 -C 6 alkyl group, a C 1 -C 6 alkoxycarbonyl C 1 -C 6 alkyl group, a C 1 -C 6 alkylcarbonyl C 1 -C 6 alkyl group, a C 1 -C 6 alkylcarbonyloxy C 1 -C 6 alkyl group, a C 1 -C 6 alkylidene aminooxy C 1 -C 6 alkyl group, a formyl C 1 -C 6 alkyl group, a C 1 -C 6 alkylthio C 1 -C 6 alkoxy C 1 -C 6 alkyl group, a C 1 -C 6 alkylsulfinyl C 1 -C 6 alkoxy C 1 -C 6 alkyl group, a C 1 -C 6 alkylsulfonyl C 1 -C 6 alkoxy C 1 -C 6 alkyl group, a cyano C 1 -C 6 alkoxy C 1 -C 6 alkyl group, a cyano C 1 -C 6 alkyl group, a C 2 -C 6 alkylidene amino group, a di(C 1 -C 10 alkyl)amino C 1 -C 6 alkylidene amino group, a NR 31 R 32 group, a C 1 -C 6 alkoxy group, a C 2 -C 6 alkenyloxy group, a C 2 -C 6 alkynyloxy group, a C 3 -C 6 cycloalkyloxy group, a C 3 -C 6 cycloalkyl C 1 -C 6 alkyloxy group, a C 1 -C 6 haloalkoxy group, a C 1 -C 6 alkyl group substituted with a heterocyclic group comprising 3 to 10 carbon atoms and one or more identical or different heteroatoms selected from the group consisting of an oxygen atom, a sulfur atom, and a nitrogen atom wherein the heterocyclic group may be substituted with 1 to 5 identical or different substituents selected from substituent group α, a C 1 -C 6 alkoxy C 1 -C 6 alkyl group substituted with a heterocyclic group comprising 3 to 10 carbon atoms and one or more identical or different heteroatoms selected from the group consisting of an oxygen atom, a sulfur atom, and a nitrogen atom wherein the heterocyclic group may be substituted with 1 to 5 identical or different substituents selected from substituent group α, a C 1 -C 6 alkoxy C 1 -C 6 alkyl group substituted with a heterocyclic-oxy group in which the heterocyclic group in the heterocyclic-oxy group comprising 3 to 10 carbon atoms and one or more identical or different heteroatoms selected from the group consisting of an oxygen atom, a sulfur atom, and a nitrogen atom wherein said heterocyclic group optionally substituted with 1 to 5 identical or different substituents selected from substituent group α, and a heterocyclic group comprising 3 to 10 carbon atoms and one or more identical or different heteroatoms selected from the group consisting of an oxygen atom, a sulfur atom, and a nitrogen atom wherein the heterocyclic group may be substituted with 1 to 5 identical or different substituents selected from substituent group α, and when the heteroatom in the heterocyclic group is a sulfur atom, the sulfur atom being optionally oxidized to sulfoxide or sulfone;
R 2 is selected from the group consisting of, a C 1 -C 6 alkyl group, a C 2 -C 6 alkenyl group, a C 2 -C 6 alkynyl group, a C 3 -C 6 cycloalkyl group, a C 1 -C 6 haloalkyl group, a C 2 -C 6 haloalkenyl group, a C 2 -C 6 haloalkynyl group, a C 1 -C 6 alkoxy C 1 -C 6 alkyl group, a C 3 -C 6 cycloalkyloxy C 1 -C 6 alkyl group, a di(C 1 -C 6 alkoxy) C 1 -C 6 alkyl group, a heterocyclic group comprising 3 to 10 carbon atoms and one or more identical or different heteroatoms selected from the group consisting of an oxygen atom, a sulfur atom, and a nitrogen atom wherein the heterocyclic group may be substituted with 1 to 5 identical or different substituents selected from substituent group α; a phenyl group which may be substituted with one or more substituents selected from substituent group α, a phenyl C 1 -C 6 alkyl group which may be substituted with one or more substituents selected from substituent group α, a phenyl C 2 -C 6 alkenyl group which may be substituted with one or more substituents selected from substituent group α, and a phenyl C 2 -C 6 alkynyl group which may be substituted with one or more substituents selected from substituent group α;
Y and Z are selected from the group consisting of an oxygen atom and a sulfur atom;
A is selected from the group consisting of A-1, A-2, A-3, A-4, and A-5, as depicted below;

R 4 is selected from the group consisting of a hydroxyl group, O − M + wherein M + represents an alkali metal cation or an ammonium cation, an amino group, a halogen atom, a cyano group, an isothiocyanate group, an isocyanate group, a hydroxycarbonyloxy group, a C 1 -C 6 alkoxycarbonyloxy group, a benzyloxycarbonyloxy group which may be substituted with a substituent group selected from substituent group α, a C 1 -C 6 alkoxy group, a C 2 -C 6 alkenyloxy group, a C 2 -C 6 alkynyloxy group, a C 3 -C 6 cycloalkyloxy group, a cyanomethylene oxy group, a C 3 -C 6 cycloalkyl C 1 -C 6 alkyloxy group, a C 1 -C 6 alkylcarbonyloxy group, a C 1 -C 6 haloalkylcarbonyloxy group, a C 2 -C 6 alkenylcarbonyloxy group, a C 2 -C 6 haloalkenylcarbonyloxy group, a C 2 -C 6 alkynylcarbonyloxy group, a C 2 -C 6 haloalkynylcarbonyloxy group, a C 1 -C 6 alkoxycarbonyl C 1 -C 6 alkoxy group, a phenyl

Assignees

• Fmc Corp

Inventors

• Shibayama Atsushi
• Kajiki Ryu
• Kobayashi Masami
• Mitsunari Takashi
• Nagamatsu Atsushi

Classifications

• C07D409/08

  linked by a carbon chain containing alicyclic rings · CPC title

• C07D401/14 Primary

  containing three or more hetero rings · CPC title

• C07D413/08

  linked by a carbon chain containing alicyclic rings · CPC title

• C07D401/04

  directly linked by a ring-member-to-ring-member bond · CPC title

• C07D417/10

  linked by a carbon chain containing aromatic rings · CPC title