Herbicidal benzyloxyphenyl-substituted heterocycles

- FMC Corporation
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Claims

1. A compound having the formula ##STR24## where Q is ##STR25## W is oxygen or sulfur; X is hydrogen, halogen, or lower alkyl;

Y is hydrogen, halogen, straight or branched chain lower alkyl, haloalkyl, alkoxy, alkenyl, phenyl, or phenoxy;
n is 0 or 1;
Z is oxygen, sulfur, or CH.sub.2;
R is hydrogen, halogen, or lower alkyl;
R.sup.1 is cyano, hydroxyalkyl, alkoxyalkyl, dialkoxyalkyl, trialkylsilyloxyalkyl, formyl, carboxyl, alkylcarbonyl, alkoxycarbonyl, aminocarbonyl, alkylaminocarbonyl, alkylcarbonyloxyalkyl, alkoxycarbonyloxyalkyl, alkylcarbonylaminoalky, alkoxycarbonylaminoalkyl, alkylsulfonylaminoalkyl, alkyaminocarbonyloxyalkyl, arylaminocarbonyloxyalkyl, alkoxyiminoalkyl, epoxy, 1,3-dioxan-4-yl, or 2,2-dialkyl-1,3-dioxolan-4-yl;
R.sup.2 is hydrogen, amino, straight or branched chain alkyl, haloalkyl, cyanoalkyl, alkoxyalkyl, arylalkyl, alkoxycarbonylalkyl, alkenyl, alkynyl, or sodium salt; and
R.sup.3 is halogen; with the proviso that when Z is oxygen and n is 1, R.sup.1 is other than alkoxycarbonyl, aminocarbonyl, or alkylcarbonyl.

2. The compound of claim 1 where Q is 1-substituted-6-trifluoromethyl-2,4(1H,3H)-pyrimidinedion-3-yl.

3. The compound of claim 1 where Q is 4-difluoromethyl-4,5-dihydro-3-methyl-1,2,4-triazol-5(1H)-on-1-yl.

4. The compound of claim 1 where Q is 4-halo-5-difluoromethoxy-1-methylpyrazol-3-yl.

5. The compound of claim 1 where Q is 3,4,5,6-tetrahydrophthalimid-1-yl.

7. The compound of claim 1 where Q is 4-methyl-1,2,4-triazine-3,5-dion-2-yl.

8. The compound of claim 1 where Q is 3-chloro-4,5,6,7-tetrahydroindazol-2-yl.

9. The compound of claim 1 where Q is 1,4-dihydro-4-(3-fluoropropyl)-5H-tetrazole-5-on-1-yl.

11. The compound of claim 1 where W is oxygen; X is hydrogen or fluoro; Y is methyl or ethyl; n is 1; Z is oxygen; R is methyl; and R.sup.1 is hydroxyalkyl or CH.sub.2 OCONHCH.sub.3.

12. The compound of claim 1 where Q is 1-substituted-6-trifluoromethyl-2,4(1H,3H)-pyrimidinedion-3-yl; W is oxygen; X is hydrogen or fluoro; Y is methyl or ethyl; n is 1; Z is oxygen; R is methyl; R.sup.1 is hydroxyalkyl or CH.sub.2 OCONHCH.sub.3; and R.sup.2 is methyl or amino.

13. The compound of claim 12 where R.sup.1 is CH.sub.2 OH, C(CH.sub.3).sub.2 OH, or CH.sub.2 OCONHCH.sub.3.

14. A compound having the formula ##STR26## where Y is hydrogen, halogen, straight or branched chain lower alkyl, haloalkyl, alkoxy, alkenyl, phenyl, or phenoxy;

U is formyl or CH.sub.2 -T;
T is chloro, bromo, hydroxy, or 1,1-dimethylethyldimethylsilyloxy;
n is 1;
Z is oxygen;
R is hydrogen, halogen, or lower alkyl; and
R.sup.1 is cyano, hydroxyalkyl, alkoxyalkyl, alkoxyalkoxyalkyl, alkoxycarbonyl, 1,1-dimethylethyldimethylsilyloxyalkyl, 2,2-dimethyl-1,3-dioxolan-4-yl, or 1,3-dioxan-4-yl;

15. An herbicidal composition comprising an herbicidally effective amount of a compound of claim 1, and an herbicidally compatible carrier therefor.

16. An herbicidal composition comprising an herbicidally effective amount of a compound of claim 1 and an herbicidally effective amount of another herbicide.

17. The herbicidal composition of claim 16 further comprising an herbicidally compatible carrier therefor.

18. A method of controlling undesired plant growth, comprising application of an herbicidally effective amount of a composition of claim 16 to a locus where the undesired plants are growing or are expected to grow.

19. A method of controlling undesired plant growth, comprising application of an herbicidally effective amount of a composition of claim 17 to the locus where the undesired plants are growing or are expected to grow.

20. A method of controlling undesired plant growth, comprising application of an herbicidally effective amount of a composition of claim 15 to a locus where the undesired plants are growing or are expected to grow.

Patent History
Patent number: H1759
Type: Grant
Filed: May 22, 1998
Date of Patent: Nov 3, 1998
Assignee: FMC Corporation (Philadelphia, PA)
Inventors: George Theodoridis (Princeton, NJ), Scott D. Crawford (Bordentown, NJ), Lester L. Maravetz (Westfield, NJ), Saroj Sehgel (Princeton Jctn, NJ), Dominic Suarez (Yardley, PA)
Primary Examiner: Charles T. Jordan
Assistant Examiner: Meena Chelliah
Application Number: 0/83,289
Classifications
Current U.S. Class: 504/116
International Classification: A01N 3700;