Plant protecting and regulating compositions – Plant growth regulating compositions – Plural active ingredients
Patent
1996-06-20
1999-11-02
Raymond, Richard L.
Plant protecting and regulating compositions
Plant growth regulating compositions
Plural active ingredients
504223, 544 97, 560168, A01N 4332, C07D26506, C07C22912
Patent
active
059770252
DESCRIPTION:
BRIEF SUMMARY
BACKGROUND OF THE INVENTION
1. Field of the Invention
This invention relates to novel 1,3-oxazin-4-one derivatives, herbicidal compositions containing same, and novel intermediates for preparing same.
2. Description of the Related Art
Certain types of 1,3-oxazin-4-one derivatives, such as 6-methyl-3-(1-methyl-1-phenylethyl)-5-phenyl-2,3-dihydro-4H-1,3-oxazin-4-o ne, and their herbicidal activities are disclosed in, for example, WO 093/15064.
However, the compounds described in the above-mentioned international publication differ from the compound of this invention since none of them have an acid amide substituent on the 3-position of the 1,3-oxazine ring. Further, the herbicidal activities and selective toxicities of the foregoing known compounds have been unsatisfactory.
SUMMARY OF THE INVENTION
The inventors of the present invention have earnestly studied a variety of 1,3-oxazin-4-one derivatives by synthesizing them and examining their physiological activities. As a result, the inventors found novel 1,3-oxazin-4-one derivatives which have remarkable selective herbicidal activity and exhibit excellent herbicidal activity to various weeds at very small dosages without giving phytotoxicity to useful crops. Thus the present invention has been achieved.
According to the present invention, there are provided 1,3-oxazin-4-one derivatives represented by following general formula (I): ##STR2## in which R.sup.1 represents a phenyl group which may be substituted; R.sup.2 represents a hydrogen atom or a lower alkyl group; R.sup.3 represents a hydrogen atom, a lower alkyl group, an aralkyl group or a phenyl group which may be substituted; R.sup.4 and R.sup.5 each independently represent a lower alkyl group, W represents an oxygen atom or a group represented by the formula --N(R.sup.6)-- in which R.sup.6 represents a hydrogen atom, a lower alkyl group, a lower alkenyl group or a lower alkynyl group.
According to the present invention, there also provided herbicidal compositions containing the above derivatives and N-methylene amino acid ester derivatives of intermediates for preparing same, which are represented by following formula (II): ##STR3## in which R.sup.4 and R.sup.5 each independently represent a lower alkyl group; R.sup.10 represents a lower alkyl group or an aralkyl group.
DESCRIPTION OF THE PREFERRED EMBODIMENTS
The 1,3-oxazin-4-one derivatives and the intermediates for preparing same according to the present invention represented by the general formulae (I) and (II), respectively, are described in detail below.
Atoms and groups of the compounds represented in the general formulae (I) and (II) represented by R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6 and R.sup.10 as defined above are exemplified as follows:
A phenyl group or a phenyl group which is substituted by a halogen atom, a hydroxy group, a lower alkyl group, a lower alkoxy group, a phenoxy group, a lower alkylthio group, a lower alkylsulfonyl group, a lower haloalkyl group, a lower haloalkoxy group, an alkoxycarbonyl group, an alkoxycarbonylalkoxy group, an acyl group, a cyano group or a nitro group. Examples of these groups include a phenyl group, a 2-fluorophenyl group, a 3-chlorophenyl group, a 3,5-dichloro-4-hydroxyphenyl group, a 3-toluyl group, a 2,5-xylyl group, a 3-anisyl group, a 3-phenoxyphenyl group, a 3-methylthiophenyl group, a 2-chloro-5-(methylsulfonyl)phenyl group, a 3-(trifluoromethyl)phenyl group, a 3,5-bis(difluoromethoxy)phenyl group, a 3-methoxycarbonylphenyl group, a 3-(1-methoxycarbonyl)ethoxyphenyl group, a 3-nitrophenyl group, a 3-cyanophenyl group, a 3-acetylphenyl group, a 2-chloro-5-nitrophenyl group, a 3,5-dichlorophenyl group, a 2-fluoro-4-chlorophenyl group, a 2,5-dichlorophenyl group, a 3,5-dichloro-4-methylphenyl group, etc.
A fluorine atom, a chlorine atom, a bromine atom, or an iodine atom.
A lower alkyl group having one to six carbon atoms may be either straight chained or branched chained, such as a methyl group, an ethyl group, a n-propyl group, an isopropyl group, a n-butyl group, an isobuty
REFERENCES:
patent: 3718688 (1973-02-01), Davis
patent: 5696054 (1997-12-01), Go et al.
Aoki Takako
Araki Koichi
Go Atsushi
Hayashizaki Keiichi
Higurashi Rika
Mitsubishi Chemical Corporation
Raymond Richard L.
LandOfFree
1,3-oxazin-4-one derivative, herbicide containing same, and inte does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with 1,3-oxazin-4-one derivative, herbicide containing same, and inte, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and 1,3-oxazin-4-one derivative, herbicide containing same, and inte will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-2135277