Bicyclic imides as herbicides

Details Bicyclic imides as herbicides Bicyclic imides as herbicides

1995-03-10

1997-02-25

Morris, Patricia L.

Plant protecting and regulating compositions

Plant growth regulating compositions

Organic active compound containing

504193, 504197, 548110, 548113, 5483027, A01N 4390, C07D48704

Patent

active

056058772

DESCRIPTION:

BRIEF SUMMARY
DESCRIPTION

This invention relates to novel bicyclic imides; a method for their preparation; and their use as herbicides.
It has already been disclosed that certain heterocyclic imides (see EP-A 272 594, EP-A 493 323, EP-B 0 070 389, EP-B 0 104 532) can be employed as herbicides.
Now novel bicyclic imides have been found that exhibit markedly better herbicidal activity with excel-lent selectivity.
The subject of the present invention therefore comprises compounds of formula I ##STR3## wherein the bond linking C-7 and C-8 may be single or double; m is 1-7; independently selected from the group: hydroxy, halogen, CN, OR.sup.3, (C.sub.1 -C.sub.4)alkyl, S(O).sub.n R.sup.3, COR.sup.3, C(O)SR.sup.3 and C(O)NR.sup.11 R.sup.12 ; ##STR4## wherein R.sup.3 is (C.sub.1 -C.sub.8)alkyl, (C.sub.3 -C.sub.8)cycloalkyl, (C.sub.3 -C.sub.8)alkenyl, (C.sub.3 -C.sub.8)alkynyl, (C.sub.1 -C.sub.8)haloalkyl, (C.sub.2 -C.sub.8)alkoxyalkyl, (C.sub.2 -C.sub.4)carboxy alkyl, (C.sub.3 -C.sub.8)alkoxycarbonylalkyl, (C.sub.4 -C.sub.8)alkenyloxyalkyl, (C.sub.4 -C.sub.6)alkynyloxyalky, (C.sub.3 -C.sub.8)haloalkoxyalkyl, (C.sub.3 -C.sub.8) trialkylsilyl, (C.sub.3 -C.sub.8)cyanoalkyl, (C.sub.3 -C.sub.8)haloalkenyl, (C.sub.3 -C.sub.8)haloalkynyl, (C.sub.2 -C.sub.8)alkylcarbonyl, (C.sub.2 -C.sub.8)alkoxycarbonyl, (C.sub.2 -C.sub.8)haloalkoxycarbonyl, P(O)(OR.sup.17).sub.2, CHR.sup.16 P(O)(OR.sup.17).sub.2 or CHR.sup.16 P(S)(OR.sup.17).sub.2, phenyl or benzyl optionally substituted with halogen, (C.sub.1 -C.sub.3)alkyl, (C.sub.1 -C.sub.3)haloalkyl or (C.sub.1 -C.sub.4)alkoxy; SCH.sub.3, OCHF.sub.2, halogen, CN or NO.sub.2 ; halogen, OR.sup.10, S(O).sub.n R.sup.10, COR.sup.10, C(O)SR.sup.10, C(O)NR.sup.11 R.sup.12, CHO, CH.dbd.CHCO.sub.2 R.sup.10, CO.sub.2 N.dbd.CR.sup.13 R.sup.14, NO.sub.2, CN, NHSO.sub.2 R.sup.15 or NHSO.sub.2 NHR.sup.15 ; (C.sub.1 -C.sub.3)haloalkyl or halogen; when Q is Q-2 or Q-6, R.sup.1 and R.sup.8 together with the carbon to which they are attached may be C.dbd.O; -C.sub.6)alkoxyalkyl, (C.sub.3 -C.sub.6)alkenyl or (C.sub.3 -C.sub.6)alkynyl; -C.sub.8)alkenyl, (C.sub.3 -C.sub.8)alkynyl, (C.sub.1 -C.sub.8)haloalkyl, (C.sub.2 -C.sub.8)alkoxyalkyl, (C.sub.2 -C.sub.6)alkylthioalkyl, (C.sub.2 -C.sub.8)alkylsulfinylalkyl, (C.sub.2 -C.sub.8)alkylsulfonylalkyl, (C.sub.3 -C.sub.8)alkoxyalkoxyalkyl, (C.sub.4 -C.sub.8)cycloalkylalkyl, (C.sub.2 -C.sub.4)carboxyalkyl, (C.sub.3 -C.sub.8)alkoxycarbonylalkyl, (C.sub.6 -C.sub.8)alkenyloxycarbonylalkyl, (C.sub.6 -C.sub.8)alkynyloxycarbonylalkyl, (C.sub.6 -C.sub.8)cycloalkoxyalkyl, (C.sub.4 -C.sub.8)alkenyloxyalkyl, (C.sub.4 -C.sub.8)alkynyloxyalkyl, (C.sub.3 -C.sub.8)haloalkoxyalkyl, (C.sub.4 -C.sub.8)haloalkenyloxyalkyl, (C.sub.4 -C.sub.8)haloalkynyloxyalkyl, (C.sub.6 -C.sub.8)cycloalkylthioalkyl, (C.sub.4 -C.sub.8)alkenylthioalkyl, (C.sub.4 -C.sub.8)alkynylthioalkyl, (C.sub.4 -C.sub.8)trialkylsilylalkyl, (C.sub.3 -C.sub.8)cyanoalkyl, (C.sub.3 -C.sub.8)halocycloalkyl, (C.sub.3 -C.sub.8)haloalkenyl, (C.sub.5 -C.sub.3)alkoxyalkenyl, (C.sub.5 -C.sub.8)haloalkoxyalkenyl, (C.sub.5 -C.sub.8)alkylthioalkenyl, (C.sub.3 -C.sub.8)haloalkynyl, (C.sub.5 -C.sub.8)alkoxyalkynyl, (C.sub.5 -C.sub.8)haloalkoxyalkynyl, (C.sub.5 -C.sub.8)alkylthioalkynyl, (C.sub.2 -C.sub.8)alkylcarbonyl, CHR.sup.16 COR.sup.17, CHR.sup.16 p(O)(OR.sup.17).sub.2, P(O)(OR.sup.17).sub.2, CHR.sup.16 P(S)(OR.sup.17).sub.2, CHR.sup.16 C(O)NR.sup.11 R.sup.12, CHR.sup.16 C(O)NH.sub.2, (C.sub.1 -C.sub.4)alkyl substituted with phenoxy or benzyloxy optionally substituted with halogen, (C.sub.1 -C.sub.3)alkyl or (C.sub.1 -C.sub.3)haloalkyl; benzyl optionally substituted with halogen, (C.sub.1 -C.sub.3)alkyl or (C.sub.1 -C.sub.3)haloalkyl; or phenyl and pyridyl optionally substituted with halogen, (C.sub.1 -C.sub.3)alkyl, (C.sub.1 -C.sub.3)haloalkyl or (C.sub.1 -C.sub.4)alkoxy; -C.sub.4)alkyl; optionally substituted with halogen, (C.sub.1 -C.sub.3)alkyl, (C.sub.1 -C.sub.3)haloalkyl or (C.sub.1 -C.sub.4)alkoxy; --(CH.sub.2).sub.4 -- or --CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 --, in which optionally one or more H-atoms may be replaced by (C.

REFERENCES:
patent: 3948933 (1976-04-01), Fontanella
patent: 5482921 (1996-01-01), Seckinger et al.

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