Substituted pyridine herbicides

Details Substituted pyridine herbicides Substituted pyridine herbicides

1993-12-09

1995-08-01

Clardy, S. Mark

Plant protecting and regulating compositions

Plant growth regulating compositions

Plural active ingredients

504134, 504136, 504138, 504139, 504225, 504226, 504244, 504248, 504249, 504252, 504254, 504256, 504257, 504258, 504259, 504260, A01N 4340, A01N 4336, A01N 4384

Patent

active

054380332

DESCRIPTION:

BRIEF SUMMARY
BACKGROUND OF THE INVENTION

This invention relates to agriculturally suitable compositions of certain herbicidal pyridine compounds and a method for their use as selective preemergent or postemergent herbicides for controlling the growth of undesired vegetation in crops such as rice.
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. There are many products commercially available for these purposes, but the search continues for products which are more effective, less costly and environmentally safe.
U.S. Pat. No. 3,495,969 discloses compounds of the following structure as herbicides: ##STR1## wherein
R.sub.1 and R.sub.2 are H, C.sub.1 -C.sub.8 alkyl, C.sub.3 -C.sub.6 cycloalkyl, etc.;
X is H, CN, OH, halogen, sulfoxide, sulfonic acid, sulfone, --CON(R.sub.2).sub.2, carboxyl, haloalkyl, C.sub.1 -C.sub.6 alkyl, haloalkoxy, alkoxy, aryl, aryloxy, haloaryloxy, carbalkoxy, carbonyl, thiol, thioalkoxy, alkylthio, arylthio and halarylthio;
m is 1 or 2;
n is at least 1;
q is 0 or 1;
r is 0, 1 or 2.


SUMMARY OF THE INVENTION

This invention is directed to an agriculturally suitable composition for controlling the growth of undesired vegetation in a crop comprising an effective amount of a compound of Formula I ##STR2## wherein
R.sup.1 is Cl, Br, I, OCH.sub.3, OCHF.sub.2 or OCF.sub.3 ;
R.sup.2 is CN, CO.sub.2 R.sup.4, CHO, C(X)NR.sup.17 R.sup.18, C(S)OR.sup.6, C.tbd.CH, CHR.sup.19 OR.sup.20, CH.dbd.NOR.sup.7 or CH.dbd.CR.sup.21 R.sup.22 ;
R.sup.3 is n-propyl; C.sub.4 -C.sub.10 alkyl; n-propyl or C.sub.4 -C.sub.7 alkyl substituted with one or more halogen, OR.sup.8, SR.sup.9 or NR.sup.10 R.sup.11 ; C.sub.1 -C.sub.3 alkyl substituted with OR.sup.16, CO.sub.2 (C.sub.1 -C.sub.2 alkyl) or phenyl optionally substituted with one or more CH.sub.3, CF.sub.3, OCH.sub.3, SCH.sub.3 or halogen; C.sub.3 -C.sub.6 cycloalkyl; CH.sub.2 (C.sub.3 -C.sub.6 cycloalkyl); phenyl optionally substituted with one or more CH.sub.3, CF.sub.3, OCH.sub.3, SCH.sub.3 or halogen; C.sub.2 -C.sub.6 alkenyl optionally substituted with one or more halogen or CO.sub.2 (C.sub.1 -C.sub.2 alkyl); OR.sup.12 ; SR.sup.13 ; or NR.sup.14 R.sup.15 ;
R.sup.4 is H, C.sub.1 -C.sub.2 alkyl, ##STR3##
R.sup.6, R.sup.7, R.sup.8, R.sup.9, R.sup.10 and R.sup.11 are independently H or C.sub.1 -C.sub.2 alkyl;
R.sup.12 and R.sup.13 are independently C.sub.2 -C.sub.10 alkyl optionally substituted with one or more halogen, OR.sup.8, SR.sup.9 or NR.sup.10 R.sup.11 ; phenyl optionally substituted with one or more CH.sub.3, CF.sub.3, OCH.sub.3, SCH.sub.3 or halogen; or benzyl;
R.sup.14 and R.sup.15 are independently H or C.sub.1 -C.sub.2 alkyl, or may be taken together as --(CH.sub.2).sub.4 --, --(CH.sub.2).sub.5 -- or --(CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2)--;
R.sup.16 is H, C.sub.1 -C.sub.8 alkyl; benzyl optionally substituted with one or more CH.sub.3, CF.sub.3, OCH.sub.3, SCH.sub.3 or halogen; or phenyl optionally substituted with one or more CH.sub.3, CF.sub.3, OCH.sub.3, SCH.sub.3 or halogen;
R.sup.17 is H, C.sub.1 -C.sub.2 alkyl or phenyl optionally substituted with one or more CH.sub.3, CF.sub.3, OCH.sub.3, SCH.sub.3 or halogen;
R.sup.18 is H, C.sub.1 -C.sub.2 alkyl, C.sub.3 -C.sub.6 cycloalkyl, CH.sub.2 (C.sub.3 -C.sub.6 cycloalkyl), O(C.sub.1 -C.sub.4 alkyl), O-allyl or may be taken together with R.sup.17 as --(CH.sub.2).sub.4 --, --(CH.sub.2).sub.5 -- or --(CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2)--;
R.sup.19 is H or C.sub.1 -C.sub.2 alkyl;
R.sup.20 is H or C(O)CH.sub.3 ;
R.sup.21 and R.sup.22 are independently H, CN, CO.sub.2 R.sup.4, C(X)NR.sup.17 R.sup.18 or halogen;
X is O or S; when R.sup.1 is Cl, Br or I, and R.sup.2 is CN, CO.su

REFERENCES:
patent: 3495969 (1970-02-01), Driscoll
patent: 4473395 (1984-09-01), Hawkins et al.
patent: 4715888 (1987-12-01), Marzolph et al.
Bird et al. "Herbicidal 5-pyridylcyclohexane-1,3-dione derivatives" EP 104,876. Abstract CA 101:110737g. 1984.
Rynbrandt et al. J. Med. Chem. 1979,22(5),525-528.
Shramm et al. Khim-Geterotsikl Soedin, 1984(3),372-375. (Translation).

Affiliated with

Also associated with

Rating

Substituted pyridine herbicides does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Substituted pyridine herbicides, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Substituted pyridine herbicides will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-733795