Substituted 2-phenylpyridines useful as herbicides

Details Substituted 2-phenylpyridines useful as herbicides Substituted 2-phenylpyridines useful as herbicides

1998-01-20

1999-10-19

Rotman, Alan L.

Plant protecting and regulating compositions

Plant growth regulating compositions

Organic active compound containing

546330, 546335, C07D21355, C07D21357, A01N 4340

Patent

active

059688742

DESCRIPTION:

BRIEF SUMMARY
The present invention relates to novel substituted 2-phenylpyridines of the formula I ##STR2## where the variables have the following meanings: n is 0 or 1; -C.sub.4 -alkyl or together are a 1,2-ethylene, 1,3-propylene, 1,4-tetramethylene or 1,5-pentamethylene chain; C.sub.2 -C.sub.6 -alkenyloxy-C.sub.1 -C.sub.4 -alkyl, C.sub.2 -C.sub.6 -alkenyloxy-C.sub.1 -C.sub.4 -alkoxy-C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.6 -alkadienyl, C.sub.3 -C.sub.6 -alkynyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.3 -C.sub.6 -cycloalkenyl, 3-oxetanyl, 3-thietanyl, phenyl, phenyl-C.sub.1 -C.sub.4 -alkyl or 5- or 6-membered heteroaryl having one to three hetero atoms selected from the group consisting of two oxygen atoms, two sulfur atoms and 3 nitrogen atoms, it being possible for each phenyl ring and heteroaromatic ring to be unsubstituted or to have attached to it one to three substituents, in each case selected from the group consisting of halogen, nitro, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy and (C.sub.1 -C.sub.4 -alkoxy)carbonyl, or which, if desired, can additionally have attached to it one or two C.sub.1 -C.sub.4 -alkyl substituents.
Moreover, the invention relates to defoliation of plants, defoliation of plants which comprise the compounds I as active ingredients, and/or defoliation of plants by means of the compounds I, and compositions and compositions for the desiccation and/or defoliation of plants using the compounds I.
DE-A 43 23 916 and the corresponding WO 95/02580 disclose that certain 2-phenylpyridines have herbicidal and desiccant/defoliant properties. The compounds of those publications which are most similar structurally to the present compounds I have attached to them one of the following radicals instead of the group --C(R.sup.5,R.sup.6)--CO--Y--R.sup.7 when the substituents are chosen appropriately: -alkoxy)carbonyl-C.sub.1 -C.sub.6 -alkyl-, (C.sub.1 -C.sub.8 -alkoxy)carbonyl-(C.sub.3 -C.sub.7 -cycloalkyl)-, C.sub.1 -C.sub.4 -alkoxy-(C.sub.1 -C.sub.4 -alkoxy)carbonyl-C.sub.1 -C.sub.6 -alkyl-, --CH.sub.2 --COO--(C.sub.1 -C.sub.6 -alkylene)--COOH, --CH.sub.2 --COO--(C.sub.1 -C.sub.6 -alkylene)--CO--(C.sub.1 -C.sub.6 -alkoxy), --C(C.sub.1 -C.sub.4 -alkyl).sub.2 --COO--(C.sub.1 -C.sub.6 -alkylene)--COOH, --C(C.sub.1 -C.sub.4 -alkyl).sub.2 --COO--(C.sub.1 -C.sub.6 -alkylene)--CO--(C.sub.1 -C.sub.6 -alkoxy), --CH(C.sub.1 -C.sub.4 -alkyl)--COO--(C.sub.1 -C.sub.6 -alkylene)--COOH or --CH(C.sub.1 -C.sub.4 -alkyl)--COO--(C.sub.1 -C.sub.6 -alkylene)--CO--(C.sub.1 -C.sub.6 -alkoxy).
Other 2-phenylpyridines of the type of the compounds I which, however, have attached to them a tetrahydrofuranyloxy or succinyloxy radical instead of group --Y--R.sup.7 are described in the earlier German Application DE-A . . . (P. 19 500 758.1).
However, the herbicidal action, of the known compounds, against the harmful plants is not always entirely satisfactory.
Accordingly, it was an object of the present invention to provide novel herbicidally active compounds which allow better specific control of undesirable plants than was possible to date. The object also extends to the provision of novel compounds with a desiccant/defoliant action.
We have found that this object is achieved by the substituted 2-phenylpyridines of the formula I defined at the outset. We have also found herbicidal compositions which comprise the compounds I and have a very good herbicidal action. We have furthermore found processes for the preparation of these compositions and methods of controlling undesirable vegetation by means of the compounds I.
Furthermore, we have found that the compounds I are also suitable for the defoliation and desiccation of parts of plants, suitable plants being crop plants such as cotton, potatoes, oilseed rape, sunflowers, soya beans or faba beans, in particular cotton. Accordingly, we have found compositions for the desiccation and/or defoliation of plants, processes for the preparation of these compositions and methods for the desiccation and/or defoliation of plants by means of the compoun

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