Plant protecting and regulating compositions – Plant growth regulating compositions – Organic active compound containing
Patent
1997-04-25
1998-06-02
Morris, Patricia L.
Plant protecting and regulating compositions
Plant growth regulating compositions
Organic active compound containing
5482632, 5482646, A01N 43653, C07D40504
Patent
active
057599580
DESCRIPTION:
BRIEF SUMMARY
FIELD OF THE INVENTION
The present invention relates to triazole derivatives, herbicidal compositions containing the derivatives and methods of their use.
BACKGROUND ART
Many herbicides are known today and some of them are widely used for weed control in agriculture.
U.S. Pat. No. 5,108,486 discloses that a certain type of 4-phenyl-1,2,4-triazole derivative has herbicidal activity and further illustrates some tests using the derivative under the conditions of farmlands. This derivative, however, does not exhibit high herbicidal activity against all kinds of weeds and no data on its selectivity, i.e., safety for crops are provided. Japanese Unexamined Patent Publication No. 188220/1995 discloses that 4-phenyl-1,2,4-triazole derivatives represented by the formula: ##STR2## (wherein R.sup.2 is hydrogen or methyl, R.sup.3 and R.sup.4 are both chlorine and R.sup.5 is methyl or ethyl and X is oxygen or sulfur) have herbicidal activity against paddy weeds and are suitably used as herbicidal compositions for paddy fields. This type of triazole derivative has a dihydrobenzofuranone skeleton and does not cause any serious damage but is not totally safe for rice plants. Hence a need still exists for a safer compound. Furthermore, Japanese Unexamined Patent Publication No. 188220/1995 nowhere describes whether this triazole derivative has herbicidal activity against weeds in farmlands or lawns and merely teaches the activity against weeds in paddy fields.
DISCLOSURE OF THE INVENTION
An object of the invention is to provide a novel 1,2,4-triazole derivative having a benzofuran skeleton, which is neither described nor suggested in U.S. Pat. No. 5,108,486 or Japanese Unexamined Patent Publication No. 188220/1995.
Another object of the invention is to provide a herbicidal composition which in a small amount can exhibit high herbicidal activity against paddy weeds, the composition being without injury to rice.
Even another object of the invention is to provide a herbicidal composition which in a small amount can exhibit high herbicidal activity against turf weeds, the composition being without injury to the turf grasses.
A further object of the invention is to provide a herbicidal composition which in a very small amount can exhibit high herbicidal activity against upland weeds, the composition being without injury to crops and thus showing very high selectivity.
Also a further object of the invention is to provide a method for controlling the growth of undesired plants using the above-mentioned herbicidal composition.
Other features of the present invention will be apparent from the following description.
The 1,2,4-triazole derivatives of the invention are represented by the formula: ##STR3## wherein R.sup.1 and R.sup.2 are the same or different and independently represent hydrogen or methyl, R.sup.3 and R.sup.4 are the same or different and independently represent halogen, lower alkyl, lower alkoxy, lower haloalkyl, lower haloalkoxy or cyano, R.sup.5 represents methyl or ethyl and X represents oxygen or sulfur.
Specific examples of the groups represented by R.sup.3 and R.sup.4 in formula (I) are as follows.
Examples of the halogen atom are fluorine, chlorine, bromine and iodine.
Examples of the lower alkyl group are straight-chain or branched-chain alkyl groups of 1 to 6 carbon atoms such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, pentyl, hexyl, etc.
Examples of the lower alkoxy group are straight-chain or branched-chain alkoxy groups of 1 to 6 carbon atoms, such as methoxy, ethoxy, propoxy, isopropoxy, butoxy, tert-butoxy, pentyloxy, hexyloxy, etc.
Examples of the lower haloalkyl group are straight-chain or branched-chain alkyl groups of 1 to 6 carbon atoms which have 1 to 3 halogen atoms as substituent(s), such as trifluoromethyl, trichloromethyl, chloromethyl, bromomethyl, fluoromethyl, iodomethyl, difluoromethyl, dibromomethyl, 2-chloroethyl, 2,2,2-trifluoroethyl, 2,2,2-trichloroethyl, 3-bromopropyl, 3-chloropropyl, 2,3-dichloropropyl, 4,4,4-trichlorobutyl, 4-fluorobutyl, 5-chloropentyl,
REFERENCES:
patent: 5108486 (1992-04-01), Kondo et al.
Akasaka Tatsuya
Endo Yoshinori
Fujishima Hiroshi
Motoki Minoru
Murakami Mitsuyuki
Morris Patricia L.
Otsuka Kagaku Kabushiki Kaisha
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