Method for controlling harmful plants in rice with 2-benzoyl-1,3

Details Method for controlling harmful plants in rice with 2-benzoyl-1,3 Method for controlling harmful plants in rice with 2-benzoyl-1,3

1992-06-09

1994-06-07

Raymond, Richard L.

Plant protecting and regulating compositions

Plant growth regulating compositions

Organic active compound containing

504341, 504348, A01N 3734, A01N 3722, A01N 3506

Patent

active

053189477

DESCRIPTION:

BRIEF SUMMARY
The invention is in the field of the plant protection agents which can be employed against monocotyledon and dicotyledon weeds.
EP-A 0,137,963, EP-A 0,186,118, EP-A 0,274,634, EP-A 0,298,680 and US-A 4,780,127 disclose 2-benzoylcyclohexanedione derivatives which are described as agents for controlling a broad range of monocotyledon and dicotyledon weeds.
However, the application rates of from 0.56 to 4.48 kg of a.i./ha which were used in the tests known to date cause considerable damage to crop plants when the herbicides are employed against harmful plants in crops. If, in contrast, the application rate is lowered to such an extent that there is no, or only slight, damage to the crop plants, the result is an insufficient herbicidal action in many important crops against the harmful plants typically occurring therein, so that, in some cases, only synergistic mixtures permit the 2-benzoylcyclohexanedione derivatives to be employed sensibly (cf. EP-A-0,284,634).
It has now been found that the abovementioned compounds have an excellent selectivity in rice, the surprising fact being that an outstanding action against the harmful plants which typically occur in rice growing is retained, even when the dosages of active substance are low. In particular, perennial weeds which occur in rice growing and which are often difficult to control, for example Sagittaria spec., Cyperus serotimus, Scirpus maritimus, Eleocharis spec. and Scirpus juncoides, and a broad range of annual weeds, are controlled effectively.
The present invention therefore relates to a method for controlling harmful plants in rice growing, in which one or more compounds of the formula (I) or salts thereof ##STR2## where R.sup.1 is halogen, (C.sub.1 -C.sub.4) alkoxy, (C.sub.1 -C.sub.4 ) alkyl, (C.sub.1 -C.sub.4) haloalkyl, --NO.sub.2, --CN or S(O).sub.n R.sup.10 ; (C.sub.1 -C.sub.4) alkyl, (C.sub.1 -C.sub.4) alkoxy, OCF.sub.3 , (C.sub.1 -C.sub.4)-haloalkyl, --CN, --NO.sub.2, --S(O).sub.m --R.sup.11, --NR.sup.12 R.sup.13, --NR.sup.14 --CO--R.sup.15, --CO--R.sup.16 ; are hydrogen or (C.sub.1 -C.sub.4) alkyl; alkyl; (C.sub.1 -C.sub.4) alkoxy; benzyl or --NR.sup.17 R.sup.18 ; -C.sub.4) alkyl; haloalkyl or (C.sub.1 -C.sub.4) alkoxy; -C.sub.4) alkyl and under cultivation which contains harmful plants and rice plants or their seeds, in an effective amount of from 0.001 to 0.5 kg of a.i./ha, preferably 0.01 to 0.2 kg of a.i./ha, in particular 0.02 to 0.12 kg of a.i./ha.
The method according to the invention is of particular interest with compounds of the abovementioned formula (I) or their salts where --S (O).sub.n R.sup.10 ; chlorine, bromine, iodine, methyl, methoxy trifluoromethoxy, cyano, nitro, trifluoromethyl --SO.sub.2 R.sup.11, --NR.sup.12 R.sup.13, --N(CH.sub.3)--CO--R.sup.15 or --CO--O--(C.sub.1 -C.sub.4) alkyl and one another are hydrogen or methyl, and above.
The method according to the invention is particularly preferred with compounds of the formula (I) or their salts, in which chlorine, bromine, --N(CH.sub.3).sub.2, methoxy, nitro, --SO.sub.2 CH.sub.3, --SO.sub.2 C.sub.2 H.sub.5, --SO.sub.2 CH.sub.2 Cl, --SO.sub.2 N(CH.sub.3).sub.2 or trifluoromethyl and defined above.
The compounds of the formula (I) can be present in various tautomeric structures (keto/enol tautomery) and have a very acidic hydrogen atom on the methine group between the three carbonyl groups, which hydrogen atom can be replaced by a cation suitable for agriculture. The salts which are then present are generally metal salts, in particular alkali metal salts, alkaline earth metal salts, optionally substituted or unsubstituted ammonium, sulfonium or phosphonium salts in which the substituents can be aliphatic or aromatic radicals. Suitable bases for preparing the salts according to the invention are, for example, alkali metal carbonates such as potassium carbonate, alkali metal hydroxides and alkaline earth metal hydroxides, ammonia or ethanolamine.
Alkyl radicals are understood as meaning radicals having the stated number of carbon atoms. The radicals can be straight-chain or b

REFERENCES:
patent: 4780127 (1988-10-01), Michaely et al.
patent: 5114461 (1992-05-01), Geach et al.

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