Benzenesulfonylurea derivatives

Details Benzenesulfonylurea derivatives Benzenesulfonylurea derivatives

1993-12-09

1995-10-24

Ford, John M.

Plant protecting and regulating compositions

Plant growth regulating compositions

Organic active compound containing

504215, 544319, 544321, 544323, 544329, 544332, 544327, 544335, C07D23969, A01N 4354

Patent

active

054610257

DESCRIPTION:

BRIEF SUMMARY
This is a 371 of PCT/KR92/00007, filed Mar. 9, 1992.



TECHNICAL FIELD

The present invention relates to novel benzenesulfonylurea derivatives having agriculturally suitable for herbicidal activity.


BACKGROUND OF THE INVENTION

It is publicly well known that sulfonyl urea derivatives have a herbicidal activity. Here are the formulas for the sulfonyl ureas. formula ##STR2## wherein, L is OH, ##STR3## R is H, F, Cl, Br, NO.sub.2, CF.sub.3 or C.sub.1 -C.sub.3 alkyl or alkoxy; R.sup.1 is H or C.sub.1 -C.sub.4 alkyl; formula ##STR4## wherein R.sup.1 is F, Cl, Br, NO.sub.2, C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkenyl, C.sub.2 -C.sub.4 haloalkenyl, C.sub.2 -C.sub.4 alkynyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.2 alkyl substituted with OH, alkoxy, alkylthio, phenyl or CH.sub.2 CN; ##STR5## etc (R.sup.16 is alkyl); X is alkyl, alkoxy, etc. formula ##STR6## wherein Q is C.sub.1 -C.sub.4 alkyl substituted with R.sup.2 ; ##STR7## etc.; R.sup.3 is H, C.sub.1 -C.sub.4 alkyl, alkenyl, alkynyl or haloalkyl etc.; ##STR8## etc.; R.sup.12 is H or CH.sub.2. formula ##STR9## wherein R.sup.6 is H, alkyl or F; formula ##STR10## wherein, L is OR.sup.9 ; -C.sub.6 cycloalky.
As the above patents, many sulfonyl urea herbicides have known until recently.
Even with these herbicides, more and more weeds develop immunity forwards these herbicides and cause undesirable vegetations. Thus, continuous research is in demand to develop more effective and newer for a good harvest.
Therefore, the object of the presentation is to invent a new benzenesulfonylurea derivative having a very prominent herbicidal activity with a good selectivity for various vegetations and agriculturally suitable herbicides for treatment for pre-emergence and/or post-emergence or plant growth regulants.


SUMMARY OF THE INVENTION

The present invention relates to novel benzenesulfonylurea derivatives having the following general formula (I) ##STR11## wherein, R.sup.1 is H, C.sub.1l -C.sub.4 alkyl, C.sub.1 -C.sub.3 haloalkyl, halogen, CN, NO.sub.2, C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 haloalkoxy, SO.sub.3 NR.sup.I R.sup.II, C.sub.1 -C.sub.3 alkylthio, C.sub.1 -C.sub.3 alkylsulfinyl, C.sub.1 -C.sub.3 alkylsulfonyl, SCH.sub.3 F, NH.sub.2, NHCH.sub.3, N(ME).sub.2, C.sub.1 -C.sub.2 alkyl substituted with C.sub.1 -C.sub.2 alkoxy, C.sub.1 -C.sub.2 haloalkoxy, SH, SCH.sub.3, CN or OH, or CO.sub.2 R.sup.III ; and then R.sup.1 is H, C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.3 cyanoalkyl, methoxy or ethoxy; R.sup.II is H, C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.4 alkenyl, or when taken together connecting R.sup.I and R.sup.II, --(CH.sub.2).sub.3 --, --(CH.sub.2).sub.4 --, --(CH.sub.2).sub.5 -- or CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 --, may be formed; -C.sub.4 alkynyl, C.sub.1 -C.sub.4 alkyl substituted with 1.about.3 halogens or cyano groups, C.sub.5 -C.sub.6 cycloalkyl, C.sub.4 -C.sub.7 cycloalkylalkyl or C.sub.2 -C.sub.4 alkoxyalkyl; ##STR12## wherein, X is H, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 haloalkylthio, C.sub.1 -C.sub.4 alkylthio, halogen, C.sub.2 -C.sub.5 alkoxyalkyl, C.sub.2 -C.sub.5 alkoxyalkoxy, amino, C.sub.1 -C.sub.3 alkylamino, di(C.sub.1 -C.sub.3 alkyl) amino or C.sub.3 -C.sub.5 cycloalkyl; haloalkoxy, C.sub.1 -C.sub.4 haloalkylthio, C.sub.1 -C.sub.4 alkylthio, C.sub.2 -C.sub.5 alkoxyalkyl, C.sub.2 -C.sub.5 alkoxyalkoxy, amino, C.sub.1 -C.sub.3 alkylamino, di(C.sub.1 -C.sub.3 alkyl)amino, C.sub.3 -C.sub.4 alkyloxy, C.sub.3 -C.sub.4 alkynyloxy, C.sub.2 -C.sub.5 alkylthioalkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.2 -C.sub.4 alkynyl, azido, cyano, C.sub.2 -C.sub.5 alkylsulfinylalkyl, C.sub.2 -C.sub.5 alkylsulfonylalkyl, CH.sub.2 OH, C.sub.3 -C.sub.5 cycloalkyl, C.sub.3 -C.sub.5 cycloalkoxy, ##STR13## m is 2 or 3; SCH.sub.3 or SCH.sub.2 CH.sub.3 ; NCH.sub.3 (OCH.sub.3), NH.sub.2, NHCH.sub.3, N(CH.sub.3).sub.2 or OCHF.sub.2 ; OCH.sub.3, OCH.sub.2 CH.sub.3, CH.sub.2 OCH.sub.3, C.sub.2 H.sub.5, CF.sub.3, SCH.sub.3, OCH.sub.2 CH.dbd.CH.sub.2, O

REFERENCES:
patent: 4786314 (1988-11-01), Artz

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