Plant protecting and regulating compositions – Plant growth regulating compositions – Organic active compound containing
Patent
1993-07-29
1995-04-11
Dentz, Bernard
Plant protecting and regulating compositions
Plant growth regulating compositions
Organic active compound containing
504235, 504247, 544336, 546141, 546153, 546269, 548454, 549 52, 549463, A01N 4308, C07D30700
Patent
active
054058309
DESCRIPTION:
BRIEF SUMMARY
BACKGROUND OF THE INVENTION
This invention relates to certain herbicidal ethers, agriculturally suitable compositions thereof, and a method for their use as broad spectrum preemergent or postemergent herbicides.
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.
Payne et al., U.S. Pat. No. 4,567,283 and Payne et al., U.S. Pat. No. 4,670,041 disclose a variety of herbicidal bicyclic ethers of the Formula ##STR1##
U.S. Pat. No. 4,798,621 and WO 8,902,219 both disclose bicyclic ethers and their method-of-use in rice.
U.S. Pat. No. 4,486,219 discloses bicyclic ethers of the formula: ##STR2##
WO91/03464 discloses bicyclic ethers such as: ##STR3## wherein inter alia X and Y are independently C(R.sup.3) (R.sup.4)OR.sup.5 ; alkynyl, CH.sub.2 -phenyl or C.sub.1 -C.sub.4 alkyl substituted with OR.sup.8 or OCF3;
It is an object of the present invention to provide compounds and compositions which exhibit herbicidal activity on a variety of weed species. It is a further object of the present invention to provide compounds and compositions that are herbicidally safe to rice, cereals and broadleaf crops. It is a feature of the present invention to furnish novel oxabicyclo ethers that exhibit useful herbicidal activity. These and other objects, features and advantages will become apparent with respect to the following description of the invention.
SUMMARY OF THE INVENTION
This invention pertains to compounds of Formulae I, II, III and IV including stereoisomers thereof, suitable agricultural compositions containing them and the use of said compounds or compositions as broad spectrum preemergent and postemergent herbicides: ##STR4## wherein R.sup.1 is straight chain C.sub.1 -C.sub.3 alkyl -C.sub.4 alkynyl; -C.sub.4 alkenyl, C.sub.2 -C.sub.4 alkynyl or C.sub.1 -C.sub.3 alkyl substituted with OCH.sub.3 or OCH.sub.2 CH.sub.3 ; ##STR5## X is CR.sup.5 R.sup.6 Y.sup.1, CR.sup.5 .dbd.CR.sup.6 Y.sup.3 or R.sup.5 R.sup.6 C.sub.3 -C.sub.6 cycloalkyl; CN; C(O)NR.sup.7 R.sup.8 ; C(O) NHOR.sup.9 ; CO.sub.2 R.sup.10 ; C(O)R.sup.11 C(OR.sup.22) (OR.sup.23)R.sup.11 ; CHO; CH(OR.sup.22) (OR.sup.23); CH-NOR.sup.16 CR.sup.11 .dbd.NOR.sup.17 ; SR.sup.15 ; halogen; C.sub.2 -C.sub.4 alkenyl optionally substituted with 1-3 halogens, CO.sub.2 (C.sub.1 -C.sub.3 alkyl), CN or CHO; C.sub.2 -C.sub.4 alkynyl optionally substituted with halogen; S(O).sub.n R.sup.12 ; SO.sub.2 NR.sup.13 R.sup.14 ; NO.sub.2 N.sub.3 SCN; phenyl optionally substituted with 1-3 substituents selected from CH.sub.3, OCH.sub.3, SCH.sub.3, CF.sub.3 and halogen; imidazole; triazole; tetrazole; or ##STR6## Y.sup.2 is CN; C(O)NR.sup.7 R.sup.8 ; C(O)NHOR.sup.9 ; CO.sub.2 R.sup.10 ; C(O)R.sup.11 ; CHO; CH.dbd.NOR.sup.16 ; CR.sup.11 .dbd.NOR.sup.17 ; SR.sup.15 ; 1-3 halogens C.sub.2 -C.sub.4 alkenyl optionally substituted with 1-3 halogens; C.sub.2 -C.sub.4 alkynyl optionally substituted with halogen; S(O).sub.n R.sup.12 ; SO.sub.2 NR.sup.13 R.sup.14 ; NO.sub.2 ; N.sub.3 ; SCN; phenyl optionally substituted with 1-3 substituents selected from CH.sub.3, OCH.sub.3, SCH.sub.3, CF.sub.3 and halogen; imidazole triazole tetrazole or ##STR7## Y.sup.3 is H, C.sub.1 -C.sub.3 alkyl, CN, CO.sub.2 R.sup.10, C(O)R.sup.11, CHO or halogen; -C.sub.3 alkyl; R.sup.7 and R.sup.8 may be taken together to form a 5- or 6-membered ring and R.sup.13 and R.s
REFERENCES:
patent: 4486219 (1984-12-01), Powell
patent: 4536586 (1985-08-01), Powell
patent: 4670041 (1987-06-01), Payne et al.
patent: 4798621 (1989-01-01), Ackerson et al.
patent: 4828603 (1989-05-01), Patel et al.
Rendina Alan R.
Taylor Wendy S.
Dentz Bernard
E. I. Du Pont de Nemours and Company
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