Thiophenesulfonylurea derivatives

Details Thiophenesulfonylurea derivatives Thiophenesulfonylurea derivatives

1993-12-09

1995-10-24

Ford, John M.

Plant protecting and regulating compositions

Plant growth regulating compositions

Organic active compound containing

544113, 544198, 544207, 544209, 544212, 544219, C07D40912, C07D40914, A01N 4366

Patent

active

054610249

DESCRIPTION:

BRIEF SUMMARY
TECHNICAL FIELD

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


BACKGROUND OF THE INVENTION

It is publicly well known that sulfonylurea derivatives have a herbicidal activity. Here are the formulas for the sulfonylureas. formula ##STR2## wherein, R is H, alkyl, alkenyl, alkynyl or alkyl substituted with 1.about.4 of F, Cl, Br, OCH.sub.3, CN or CO.sub.2 R.sup.1, alkenyl substituted with 1.about.3 atoms of Cl, cycloalkyl, cycloalkenyl, cycloalkyl substituted with CH.sub.3, CH.sub.2 CH.sub.3, Cl, OCH.sub.3, etc. or CO.sub.2 R.sup.1 ; with CN, etc.; formula ##STR3## wherein, R.sup.1 is alkyl, alkenyl, halogen, NO.sub.2, haloalkenyl, alkynyl, haloalkynyl, alkoxy, haloalkoxy, alkoxyalkyl, ##STR4## etc.; R.sup.2 ##STR5## etc.; R.sup.8 is H, C.sub.1 -C.sub.4 alkyl, alkenyl, alkynyl, CH.sub.2 CH.sub.2 Cl, CH.sub.2 CH.sub.2 F, C.sub.1 -C.sub.2 alkyl substituted with OMe or SMe, or cycloalkyl. formula ##STR6## wherein, L is phenyl, naphthyl, pyridine or thiophene having substitutent; ##STR7## R.sup.25 is H or alkyl; R.sup.26 is alkyl. formula ##STR8## wherein, Q is Q-1, Q-2, Q-3 or Q-4 as followings. ##STR9## and then, R.sup.1 is ##STR10## R.sup.3 is H, C.sub.1 -C.sub.3 of alkyl or C.sub.1 -C.sub.3 of alkoxy; R.sup.4 and R.sup.5 are respectively C.sub.1 -C.sub.2 of alkyl; ##STR11## wherein, X.sup.1 is CH.sub.3, OCH.sub.3, OEt or OCHF.sub.2 ; Y.sup.1 is O or CH.sub.2 ; following formula ##STR12## wherein, R is H or alkyl group;
As the above patents, many sulfonylurea herbicides have been 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 present invention is to provide new thiophenesulfonylurea derivatives having a very prominent herbicidal activity with a good selectivity for various vegetations and agriculturally suitable herbicides for treatment of pre-emergence and/or post-emergence or plant growth regulants.


SUMMARY OF THE INVENTION

The present invention relates to novel thiophenesulfonylurea derivatives having the following general formula (I) ##STR13## wherein, P is P-1, P-2 or P-3 as followings ##STR14## wherein, R.sup.1 is H, C.sub.1 -C.sub.3 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.2 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, SCHF.sub.2, 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.4 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; R.sup.III is C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.4 alkenyl, C.sub.3 -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; ##STR15## wherein, a is O or S; R.sup.2 is C.sub.1 -C.sub.6 alkyl substituted with 1.about.3 halogens; R.sup.4 and R.sup.5 are respectively C.sub.1 -C.sub.4 of alkyl; and R.sup.6 and R.sup.7 are respectively H, C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 haloalkyl; ##STR16## 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 haloakylthi

REFERENCES:
Kimura et al, Chemical Abstracts, vol. 104, entry 186457 (1986).

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