Arylalkyl esters of 4-amino-6-(substituted phenyl)-picolinates and 6-amino-2-(substituted phenyl)-pyrimidinecarboxylates and their use as selective herbicides for crops
View Patent ↗Arylalkyl esters of 4-aminopicolinic acids and 6-amino-4-pyrimidinecarboxylates are herbicides for control of weeds especially those species common to rice and wheat cropping systems and in pasture management programs.
1. A compound of Formula IB:
wherein
X represents H or F;
Y represents halogen, C 1 -C 8 alkyl, C 3 -C 6 cycloalkyl, or phenyl substituted with 1 -4 substituents independently selected from halogen, C 1 -C 3 alkyl, C 3 -C 6 cycloalkyl, C 1 -C 3 alkoxy, C 1 -C 3 haloalkyl, C 1 -C 3 haloalkoxy, cyano, nitro, NR 1 R 2 , or where two adjacent substituents are taken together as —O(CH 2 ) n O— or —O(CH 2 ) n — wherein n=1 or 2;
Z represents halogen or C 2 -C 4 alkenyl;
R 1 and R 2 independently represent H, C 1 -C 6 alkyl, or C 1 -C 6 acyl;
R 3 represents unsubstituted or substituted C 7 -C 11 arylalkyl.
2. The compound of claim 1 in which X represents H.
3. The compound of claim 1 in which X represents F.
4. The compound of claim 1 in which Y represents substituted phenyl.
5. The compound of claim 1 in which Z represents Cl.
6. The compound of claim 1 in which R 1 and R 2 represent H.
7. The compound of claim 1 in which R 3 represents a benzyl.
8. The compound of claim 1 in which R 3 represents an unsubstituted or ortho-, meta- or para-monosubstituted benzyl.
9. An herbicidal composition comprising an herbicidally effective amount of a compound of Formula IB, according to claim 1 , in a mixture with an agriculturally acceptable adjuvant or carrier.
10. A method of controlling undesirable vegetation which comprises contacting the vegetation via foliar or water application or the locus thereof with or applying to the soil or water to prevent the emergence of vegetation an herbicidally effective amount of a compound of Formula IB, according to claim 1 .
11. A method for the selective postemergent control of undesirable vegetation in the presence of rice, wheat or forage which comprises applying to said undesirable vegetation an herbicidally effective amount of a compound of Formula IB, according to claim 1 , or an herbicidal composition thereof.