# US 2019/0166839 A1 · Method for Controlling PPO Resistant Weeds

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- Number: US 2019/0166839 A1
- Document ID: US20190166839A1
- Status: Published application
- Kind: A1
- Application number: 16/324,167
- Filed: 2017-08-01
- Published: 2019-06-06
- Earliest claimed: 2016-08-09
- Assignees: BASF SE
- Applicants: BASF SE
- Inventors: Gregory ARMEL; Cyrill ZAGAR; Andreas LANDES; Tobias SEISER
- Web page: https://patentgrep.com/patent/US20190166839A1

## CPC

- A01N 43/54: 1,3-Diazines; Hydrogenated 1,3-diazines
- A01N 43/48: having rings with two nitrogen atoms as the only ring hetero atoms
- A01N: PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF (preservation of food or foodstuff A23); BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES (preparations for medical, dental or toiletry purposes which kill or prevent the growth or proliferation of unwanted organisms A61K); PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS

## Abstract

A method for controlling PPO resistant weeds, wherein compounds of formula (I) wherein the variables are defined as given in the description and claims; are applied to the PPO inhibitor herbicide resistant weed, parts of it or its propagation material.

## Claims

### Claim at position 1

1-15. (canceled)

### Claim at position 2

16: A method for controlling the growth of PPO resistant weeds, which comprises contacting such weeds, parts of it, its propagation material or its habitat with compounds of formula (I)
wherein
R1 is H, F or Cl;
R2 is F, Cl, Br, CN, NO2, C(O)NH2 or C(S)NH2;
R3 is H or C1-C6-alkyl;
R4 is H or C1-C6-alkyl;
R5 is H, OH, C1-C6-alkyl, C2-C6-alkenyl, C3-C6-alkynyl, C1-C6-haloalkyl, C2-C6-haloalkenyl, C1-C6-alkoxy-C1-C6-alkyl or C6-C10-aryl-C1-C6-alkoxy;
R6 is H, C1-C6-alkyl, C1-C6-haloalkyl or C1-C6-alkoxycarbonyl-C1-C6-alkyl;
R7 is H, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-haloalkyl, C3-C6-alkenyl, C3-C6-haloalkenyl, C3-C6-alkynyl, C1-C6-alkoxycarbonyl-C1-C6-alkyl, C6-C10-aryl-C1-C6-alkyl or C6-C10-aryl-C1-C6-alkoxy;
W is O, S, NH or N(C1-C6-alkyl);
X is C1-C6-alkylene or C1-C6-haloalkylene; and
Y is O, S, S(O), S(O)2, NH or N(C1-C6-alkyl);
wherein the PPO resistant weeds are weeds, that are resistant to PPO-inhibiting herbicides except the compounds of formula (I); and
wherein the application of the compound of formula (I) is during and/or after the emergence of the PPO resistant weeds.

### Claim at position 3 (depends on 16)

17: The method of claim 16, wherein the PPO resistant weeds are resistant to at least one PPO-inhibiting herbicide selected from azafenidin.

### Claim at position 4 (depends on 16)

18: The method of claim 16, wherein the PPO resistant weeds are resistant to at least one PPO-inhibiting herbicide selected from fomesafen and lactofen.

### Claim at position 5 (depends on 16)

19: The method of claim 16, wherein the PPO resistant weeds are not controlled by the application rate of 200 g/ha or lower of at least one PPO-inhibiting herbicide except the compound of formula (I).

### Claim at position 6 (depends on 16)

20: The method of claim 16, wherein the PPO resistant weeds are selected from the group consisting of Acalypha ssp., Amaranthus ssp., Ambrosia ssp., Avena ssp., Conyza ssp., Descurainia ssp., Euphorbia ssp. and Senecio ssp.

### Claim at position 7 (depends on 16)

21: The method of claim 16, wherein the PPO resistant weeds are selected from the group consisting of Asian copperleaf, smooth pigweed, Palmer amaranth, redroot pigweed, tall/common waterhemp, common ragweed, wild oat, flixweed, wild poinsettia and Eastern groundsel.

### Claim at position 8 (depends on 16)

22: The method of claim 16, wherein the PPO resistant weeds are selected from the group consisting of Palmer amaranth, tall/common waterhemp and common ragweed.

### Claim at position 9 (depends on 16)

23: The method of claim 16, wherein the PPO resistant weeds contain a ΔG210 or R98L mutation in the Protox enzyme conferring resistance to PPO-inhibiting herbicides.

### Claim at position 10 (depends on 16)

24: The method of claim 16, wherein the compound of formula (I) is the compound of formula (I).1:

### Claim at position 11 (depends on 16)

25: The method of claim 16, wherein a herbicidal composition comprising at least one compound of formula (I), and at least one further compound selected from herbicides B and/or safeners C is applied.

### Claim at position 12 (depends on 25)

26: The method of claim 25, wherein the herbicide B is selected from the herbicides of class b1) to b15):
b1) lipid biosynthesis inhibitors;
b2) acetolactate synthase inhibitors (ALS inhibitors);
b3) photosynthesis inhibitors;
b4) protoporphyrinogen-IX oxidase inhibitors (PPO inhibitors) other than the compounds of formula (I);
b5) bleacher herbicides;
b6) enolpyruvyl shikimate 3-phosphate synthase inhibitors (EPSP inhibitors);
b7) glutamine synthetase inhibitors;
b8) 7,8-dihydropteroate synthase inhibitors (DHP inhibitors);
b9) mitosis inhibitors;
b10) inhibitors of the synthesis of very long chain fatty acids (VLCFA inhibitors);
b11) cellulose biosynthesis inhibitors;
b12) decoupler herbicides;
b13) auxinic herbicides;
b14) auxin transport inhibitors; and
b15) other herbicides selected from the group consisting of bromobutide, chlorflurenol, chlorflurenol-methyl, cinmethylin, cumyluron, dalapon, dazomet, difenzoquat, difenzoquat-metilsulfate, dimethipin, DSMA, dymron, endothal and its salts, etobenzanid, flamprop, flamprop-isopropyl, flamprop-methyl, flamprop-M-isopropyl, flamprop-M-methyl, flurenol, flurenol-butyl, flurprimidol, fosamine, fosamine-ammonium, indanofan, indaziflam, maleic hydrazide, mefluidide, metam, methiozolin (CAS 403640-27-7), methyl azide, methyl bromide, methyl-dymron, methyl iodide, MSMA, oleic acid, oxaziclomefone, pelargonic acid, pyributicarb, quinoclamine, triaziflam, tridiphane and 6-chloro-3-(2-cyclopropyl-6-methylphenoxy)-4-pyridazinol (CAS 499223-49-3) and its salts and esters;
including their agriculturally acceptable salts, amides, esters or thioesters.

### Claim at position 13 (depends on 16)

27: The method of claim 16, wherein an agrochemical composition comprising at least one compound of formula (I) and auxiliaries customary for formulating crop protection agents, and optionally at least one further compound selected from herbicides B and/or safeners C, is applied.

### Claim at position 14 (depends on 16)

28: The method of claim 16, wherein the compound of formula (I) is applied in a locus where PPO tolerant crops are grown.