Plant protecting and regulating compositions – Plant growth regulating compositions – Organic active compound containing
Patent
1993-10-29
1995-11-21
Ford, John M.
Plant protecting and regulating compositions
Plant growth regulating compositions
Organic active compound containing
544296, 544319, C07D23952, A01N 4354
Patent
active
054687217
DESCRIPTION:
BRIEF SUMMARY
TECHNICAL FIELD
This invention relates to a novel phenoxymethylpyrimidine derivative and the utilization thereof as a herbicide. More detailedly, this invention relates to a novel phenoxymethylpyrimidine derivative having such structure that a phenyl group having a specific substituent binds to the 2-position of a 4,6-di-lower alkoxypyrimidine through an oxygen atom and a methylene group, a herbicide containing it as an effective ingredient, and a method for the control or weed killing of weeds comprising applying the herbicide onto a piece of agricultural land.
BACKGROUND ART
Heretofore, many proposals have been made over many years about compounds having a phenoxypyrimidine skeleton and the utilization thereof as a herbicide. Representative literatures thereon are introduced below.
(1) Japanese Laid-Open Patent Publication No. 92978/1979
The following phenoxypyrimidine derivatives are disclosed as representative examples in this publication. ##STR2## wherein R'.sub.3 denotes a halogen atom.
It is disclosed in this publication that the above compounds have a miticidal action, but there is no suggestion about a herbicidal action.
(2) Japanese Laid-Open Patent Publication No. 117486/1979
In this publication, the following substituted phenoxypyrimidine derivatives are disclosed and suggested to have a herbicidal activity, but specific herbicidal activities are not disclosed at all. ##STR3##
(3) Japanese Laid-Open Patent Publication No. 55729/1979
In this publication, the following phenoxypyrimidine derivatives having a herbicidal activity are, for example, disclosed. ##STR4##
(4) Japanese Laid-Open Patent Publication No. 174059/1987
In this publication, a pyrimidine derivative represented by the following general formula and a herbicide containing it as an effective ingredient are disclosed. ##STR5## wherein X denotes O or S.
(5) Japanese Laid-Open Patent Publication No. 115870/1988
In this publication, a 2-phenoxypyrimidine derivative represented by the following general formula and a herbicide containing it as an effective ingredient are disclosed. ##STR6##
PROBLEMS TO BE SOLVED BY THE INVENTION
However, compounds disclosed in the above literatures do not necessarily have satisfactory performance in practical viewpoints on aspects such as weed killing spectrum, the amount thereof to be applied and crop selectivity, and the development of further excellent herbicides is desired.
The present inventors intensely studied for development of a herbicide having a wide weed killing spectrum and a high herbicidal effect and excellent in safety on crops, and as a result they found that phenoxymethylpyrimidine derivatives having such specific structure that a phenyl group binds to the 2-position of a di-lower alkoxypyrimidine through an oxygen atom and a methylene group exhibit an excellent herbicidal effect on not only annual but perennial weeds and, in addition, have high safety on crops, and completed this invention.
MEANS FOR SOLVING THE PROBLEMS
There is provided according to this invention a phenoxymethylpyrimidine derivative represented by the following general formula (1) ##STR7## wherein
X denotes a halogen atom, a lower alkyl group, a lower alkoxy group, a lower acyloxy group or a nitro group,
n denotes an integer of 0, 1 or 2,
Y denotes a hydrogen atom, a lower alkyl group, a lower alkenyl group, a lower alkynyl group, a substituted lower alkyl group, a substituted lower alkenyl group, a substituted lower alkynyl group, an alkali metal atom, an alkaline earth metal atom or an ammonium cation optionally substituted by alkyl group(s), and
R.sup.1 and R.sup.2 each independently denote a lower alkyl group.
In the definition of X, Y, R.sup.1 and R.sup.2 in the above general formula (1), specific examples of each group and atom are mentioned below.
Halogen atom:
For example, fluorine, chlorine, bromine, iodine, etc.
Lower alkyl group:
For example, lower alkyl groups having 4 or less carbon atoms such as methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl and text-butyl groups; etc.
Lower alkoxy group:
For
REFERENCES:
patent: 377371 (1982-05-01), Levitt
patent: 472879 (1983-03-01), Levitt
patent: 4496392 (1985-01-01), Levitt
Endo Keiji
Kawaguchi Shinji
Kudo Sachio
Sasaki Norio
Watanabe Michi
Ford John M.
Mitsubishi Petrochemical Co. Ltd.
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