Herbicidal triazolecarboxamides

Plant protecting and regulating compositions – Plant growth regulating compositions – Organic active compound containing

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Details

5482642, 5482644, A01N 43653, C07D24912

Patent

active

055103200

DESCRIPTION:

BRIEF SUMMARY
BACKGROUND OF THE INVENTION

This invention relates to certain substituted triazolecarboxamides which are useful as herbicides and their agriculturally suitable compositions as well as methods for their use as general or selective preemergent or postemergent herbicides or as plant growth regulants.
New compounds effective for controlling the growth of undesired vegetation are in constant demand. In the most common situation, such compounds are sought to selectively control the growth of weeds in useful crops such as cotton, rice, corn, wheat and soybeans, to name a few. Unchecked weed growth in such crops can cause significant losses, reducing profit to the farmer and increasing costs to the consumer. In other situations, herbicides are desired which will control all plant growth. Examples of areas in which complete control of all vegetation is desired are areas around railroad tracks, storage tanks and industrial storage areas. There are many products commercially available for these purposes, but the search continues for products which are more effective, less costly and environmentally safe.
EP-A-332,133 discloses triazole compounds of the formula: ##STR1## wherein
A is ##STR2##
JP 1-106,883 discloses herbicides of the formula ##STR3##
wherein, inter alia, X and Y are independently CH or N.


SUMMARY OF THE INVENTION

This invention comprises novel compounds of Formula I, agriculturally suitable compositions containing them, and their method-of-use as preemergent and/or postemergent herbicides or plant growth regulants. ##STR4## wherein
A is a 5-membered heterocyclic ring containing 1 to 3 heteroatoms selected from the group 0-3 nitrogens, 0-1 oxygen and 0-1 sulfur, and is substituted with 1 to 4 substituents selected from R.sup.3, R.sup.4, R.sup.5 and R.sup.6 ;
R.sup.1 is H; C.sub.1 -C.sub.6 alkyl optionally substituted with C.sub.1 -C.sub.3 alkoxy or 1 to 5 halogens; C.sub.3 -C.sub.6 cycloalkyl; C.sub.2 -C.sub.6 alkenyl optionally substituted with 1 to 3 halogens; C.sub.3 -C.sub.6 alkynyl; or C.sub.1 -C.sub.3 alkoxy;
R.sup.2 is C.sub.1 -C.sub.6 alkyl optionally substituted with C.sub.1 -C.sub.3 alkoxy or 1 to 5 halogens; C.sub.3 -C.sub.6 cycloalkyl; C.sub.2 -C.sub.6 alkenyl optionally substituted with 1 to 3 halogens; or C.sub.3 -C.sub.6 alkynyl;
R.sup.1 and R.sup.2 may be taken together to form --(CH.sub.2).sub.3 --, --(CH.sub.2).sub.4 --, --(CH.sub.2).sub.5 -- or --(CH.sub.2).sub.6 --, each ring optionally substituted with 1 to 3 substituents selected from halogen and C.sub.1 -C.sub.3 alkyl;
R.sup.3, R.sup.4 and R.sup.5 are independently H; halogen; C.sub.1 -C.sub.6 alkyl optionally substituted with one or more halogen, C.sub.1 -C.sub.6 alkoxy, CN, CO.sub.2 R.sup.7, S(O).sub.m R.sup.8, C(O)NR.sup.9 R.sup.10 or SO.sub.2 NR.sup.13 R.sup.14 ; C.sub.3 -C.sub.6 cycloalkyl; C.sub.2 -C.sub.6 alkenyl; C.sub.2 -C.sub.6 haloalkenyl; C.sub.2 -C.sub.6 alkynyl; C.sub.1 -C.sub.6 alkoxy; CN; CO.sub.2 R.sup.11 ; S(O).sub.p R.sup.12 ; C(O)NR.sup.15 R.sup.16 ; SO.sub.2 NR.sup.17 R.sup.18 ; C(O)R.sup.19, C(OR.sup.20)(OR.sup.21)R.sup.22 ; CR.sup.23 .dbd.NOR.sup.24 ; NO.sub.2 ; NR.sup.25 R.sup.26 ; or phenyl or benzyl, each ring optionally substituted with 1 to 3 substituents selected from halogen, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 haloalkyl and C.sub.1 -C.sub.3 alkoxy;
R.sup.6 is H; C.sub.1 -C.sub.6 alkyl optionally substituted with one or more halogen, C.sub.1 -C.sub.6 alkoxy, CN, CO.sub.2 R.sup.7, S(O).sub.m R.sup.8, C(O)NR.sup.9 R.sup.10 or SO.sub.2 NR.sup.13 R.sup.14 ; C.sub.2 -C.sub.6 alkenyl; C.sub.2 -C.sub.6 haloalkenyl; C.sub.2 -C.sub.6 alkynyl; CN; CO.sub.2 R.sup.11 ; SO.sub.2 R.sup.12 ; C(O)NR.sup.15 R.sup.16 ; SO.sub.2 NR.sup.17 R.sup.18 ; phenyl or benzyl, each ring optionally substituted with 1 to 3 substituents selected from halogen, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 haloalkyl and C.sub.1 -C.sub.3 alkoxy; or pyridine, pyrimidine, thiazole, thiophene or pyrazole, each ring optionally substituted with 1 to 3 substituents selected from halogen, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 haloalkyl

REFERENCES:
patent: 3952001 (1976-04-01), Brookes et al.
patent: 4087269 (1978-05-01), Brookes et al.
patent: 4148626 (1979-04-01), Brookes et al.
patent: 4251262 (1981-02-01), Brookes et al.
patent: 4702764 (1987-10-01), Nakayama et al.

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