Plant protecting and regulating compositions – Plant growth regulating compositions – Organic active compound containing
Patent
1992-06-08
1997-06-03
Ford, John M.
Plant protecting and regulating compositions
Plant growth regulating compositions
Organic active compound containing
544320, 544331, 544321, C07D40112, A01N 4354
Patent
active
056354517
DESCRIPTION:
BRIEF SUMMARY
It is known that some 2-pyridylsulfonylureas have herbicidal and plant growth-regulating properties; cf. EP-A-13,480, EP-A-272,855, EP-A-84,224, U.S. Pat. No. 4,421,550, EP-A-103,543 (U.S. Pat. No. 4,579,583), U.S. Pat. No. 4,487,626, 626, EP-A-125,864, WO 88/04297.
It has now been found that 2-pyridylsulfonylureas having specific radicals in the 3-position of the pyridyl radical are particularly highly suitable as herbicides and growth regulators.
The preset invention relates to compounds of the formula (I) or their salts ##STR1## in which R.sup.1 is --OSO.sub.2 NR.sup.4 R.sup.5, --NR.sup.6 R.sup.7 or iodine, (C.sub.1 -C.sub.3)haloalkyl, halogen, NO.sub.2, CN, (C.sub.1 -C.sub.3)alkoxy, (C.sub.1 -C.sub.4)haloalkoxy, (C.sub.1 -C.sub.3)alkylthio, (C.sub.1 -C.sub.3)alkoxy(C.sub.1 -C.sub.3)alkyl, (C.sub.1 -C.sub.3)alkoxycarbonyl, (C.sub.1 -C.sub.3)alkylamino, di-[(C.sub.1 -C.sub.3)alkyl]amino, (C.sub.1 -C.sub.3)alkylsulfinyl, (C.sub.1 -C.sub.3)alkylsulfonyl, SO.sub.2 NR.sup.a R.sup.b or C(O)NR.sup.a R.sup.b, -C.sub.3)alkyl, (C.sub.3 -C.sub.4)alkenyl, propargyl, or together are --(CH.sub.2).sub.4 --, --(CH.sub.2).sub.5 -- or --CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 --, -C.sub.3)alkoxy or (C.sub.3 -C.sub.4)alkynyl, preferably propargyl, and (C.sub.3 -C.sub.4)alkynyl, preferably propargyl, or -- or --CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 --, substituted by one or more radicals from the group comprising halogen, (C.sub.1 -C.sub.4)alkoxy, (C.sub.1 -C.sub.4)alkylthio, (C.sub.1 -C.sub.4)alkylsulfinyl, (C.sub.1 -C.sub.4)alkylsulfonyl, (C.sub.1 -C.sub.4 -alkoxy)carbonyl and CN, (C.sub.3 -C.sub.6)alkenyl which is unsubstituted or substituted by one or more halogen atoms, (C.sub.3 -C.sub.6)alkynyl which is unsubstituted or substituted by one or more halogen atoms, (C.sub.1 -C.sub.4)alkylsulfonyl which is unsubstituted or substituted by one or more halogen atoms, phenylsulfonyl where the phenyl radical is unsubstituted or substituted by one or more radicals from the group comprising halogen, (C.sub.1 -C.sub.4)alkyl and (C.sub.1 -C.sub.4)alkoxy, (C.sub.1 -C.sub.4)alkoxy or (C.sub.1 -C.sub.4 -alkyl)carbonyl which is unsubstituted or substituted by one or more halogen atoms, substituted by one or more halogen atoms, phenylsulfonyl where the phenyl radical is unsubstituted or substituted by one or more radicals from the group comprising halogen, (C.sub.1 -C.sub.4)alkyl and (C.sub.1 -C.sub.4 )alkoxy, or di-[(C.sub.1 -C.sub.4)alkyl ]aminosulfonyl or --SO.sub.2 --, where the chain can additionally be substituted by 1 to 4 (C.sub.1 -C.sub.3)alkyl radicals and m is 3 or 4, ##STR2## X is H, halogen, (C.sub.1 -C.sub.3)alkyl, (C.sub.1 -C.sub.3)alkoxy, where the two last-mentioned radicals are unsubstituted or monosubstituted or polysubstituted by halogen or monosubstituted by (C.sub.1 -C.sub.3 )alkoxy, -C.sub.3)alkylthio, where the abovementioned alkyl-containing radicals are unsubstituted or monosubstituted or polysubstituted by halogen or monosubstituted or disubstituted by (C.sub.1 -C.sub.3)alkoxy or (C.sub.1 -C.sub.3)alkylthio, and also a radical of the formula NR.sup.8 R.sup.9, (C.sub.3 -C.sub.6)cycloalkyl, (C.sub.2 -C.sub.4)alkenyl, (C.sub.2 -C.sub.4)alkynyl, (C.sub.3 -C.sub.4)alkenyloxy or (C.sub.3 -C.sub.4)alkynyloxy, -C.sub.3)alkyl or (C.sub.3 -C.sub.4)alkenyl, CH.sub.3 or C.sub.2 H.sub.5,
In the formula (I), alkyl, alkoxy, haloalkyl, alkylamino and alkylthio radicals and the corresponding unsaturated and/or substituted radicals can in each case be straightchain or branched. Alkyl radicals, also in combined meanings such as alkoxy, haloalkyl etc., are methyl, ethyl, n- or i-propyl, alkenyl and alkynyl radicals have the meaning of the possible unsaturated radicals corresponding to the alkyl radicals, such as 2-propenyl, 2- or 3-butenyl, 2-propynyl, 2- or 3-butynyl. Halogen is fluorine, chlorine, bromine or iodine.
The compounds of the formula (I) can form salts in which the hydrogen of the --SO.sub.2 --NH group is replaced by a cation which is suitable for agricultural purposes. These salts are, for example, metal salts, in part
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Bauer Klaus
Bieringer Hermann
Kehne Heinz
Ort Oswald
Willms Lothar
Ford John M.
Hoechst Schering AgrEvo GmbH
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