Plant protecting and regulating compositions – Plant growth regulating compositions – Plural active ingredients
Patent
1999-03-24
2000-03-21
Clardy, S. Mark
Plant protecting and regulating compositions
Plant growth regulating compositions
Plural active ingredients
A01N 4358, A01N 5702
Patent
active
060402709
DESCRIPTION:
BRIEF SUMMARY
TECHNICAL FIELD
The present invention relates to a herbicidal composition, and more particularly, it relates to a herbicidal composition for foliar treatment and a weeding method by foliar treatment of weeds therewith.
BACKGROUND ART
At the present time, numerous herbicides are commercially available and they are widely used. There are, however, many species of weeds to be controlled and their growth extends over a long time. For this reason, requested are herbicides with higher herbicidal activity, wide herbicidal spectrum, and safety to crops.
DISCLOSURE OF THE INVENTION
The present inventor has intensively studied to find out excellent herbicides. As a result, he has found that various weeds growing in crop lands or non-crop lands can be effectively controlled by foliar treatment of these weeds with a herbicidal composition containing as active ingredients, ##STR1## wherein R is C.sub.1 -C.sub.7 alkyl, C.sub.5 -C.sub.6 cycloalkyl, C.sub.2 -C.sub.6 alkenyl, dimethylamino, or diethyl-amino; and referred to as glyphosate) or a salt thereof, or ammonium DL-homoalanin-4-yl-(methyl)phosphinate (common name, glufosinate-ammonium; hereinafter referred to as glufosinate-ammonium). He has further found that the herbicidal activity is synergistically increased as compared with the cases where the active ingredients are independently used, and the herbicidal composition can, therefore, be applied at a lower amount; and that the herbicidal spectrum is expanded and a wide variety of weeds can be selectively controlled, particularly in corn fields and in soybean fields, thereby completing the present invention.
Thus, the present invention provides a herbicidal composition for foliar treatment comprising as active ingredients, (a) a compound of general formula [1] as depicted above, and (b) glyphosate or a salt thereof, or glufosinate-ammonium (hereinafter referred to as the present composition); and a weeding method by foliar treatment of weeds therewith.
MODE FOR CARRYING OUT THE INVENTION
Compound [1], one of the active ingredients of the present composition, can be produced by the methods as described in the following production examples.
PRODUCTION EXAMPLE 1
To a solution of 5.3 g (53.3 mmol) of sodium acetate mixed with about 100 ml of water was added under ice cooling 6.6 g (24.3 mmol) of 1,1-dibromo-3,3,3-trifluoroacetone, and the mixture was stirred at 70.degree. C. for 20 minutes. The reaction mixture was cooled to room temperature, to which a solution of 5.8 g (21.5 mmol) of 2-fluoro-4-chloro-5-isopropoxyphenylhydrazine dissolved in about 20 ml of diethyl ether was added, and the mixture was stirred at room temperature for 1 hour. The ether layer was separated and then concentrated. About 60 ml of tetrahydrofuran (hereinafter referred to as THF) was added to the residue, to which 8.3 g (23.0 mmol) of (carbethoxyethylidene)triphenylphosphorane was added, and the mixture was heated under reflux for 2 hours. The THF was distilled out under reduced pressure, and the residue was subjected to silica gel column chromatography, which afforded 3.8 g (10.5 mmol) of 2-[2-fluoro-4-chloro-5-isopropoxyphenyl]-4-methyl-5-trifluoromethylpyridaz in-3-one.
Then, 3.5 g (9.7 mmol) of 2-[2-fluoro-4-chloro-5-isopropoxyphenyl]-4-methyl-5-trifluoromethylpyridaz in-3-one was dissolved in about 10 ml of concentrated sulfuric acid under ice cooling, and the solution was warmed to room temperature. After ten minutes, about 100 ml of water was added to the reaction mixture. The deposited crystals were collected by filtration, and then washed twice with 20 ml of water and once with 10 ml of hexane in this order. The crystals thus obtained were recrystallized from isopropanol, which afforded 3.2 g (9.9 mmol) of 2-[2-fluoro-4-chloro-5-hydroxyphenyl]-4-methyl-5-trifluoromethylpyridazin- 3-one.
Then, 3.2 g (9.9 mmol) of 2-[2-fluoro-4-chloro-5-hydroxyphenyl]-4-methyl-5-trifluoromethylpyridazin- 3-one was dissolved in about 50 ml of N,N-dimethylformamide, to which 0.44 g (11 mmol) of sodium hydride (60 wt % oil dispersion) was add
Clardy S. Mark
Sumitomo Chemical Company Limited
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