# US 4,391,629 A · 2-Pyridyloxyacetanilides and their use as herbicides

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- Number: US 4,391,629 A
- Document ID: US4391629A
- Status: Granted
- Kind: A
- Application number: 06/341,379
- Filed: 1982-01-21
- Granted: 1983-07-05
- Earliest claimed: 1981-01-28
- Assignees: Nihon Tokushu Noyaku Seizo K.K.
- Inventors: Masahiro Aya; Junichi Saito; Kazuomi Yasui; Shinzo Kakabu; Atsumi Kamochi; Naoko Yamaguchi
- Web page: https://patentgrep.com/patent/US4391629A

## CPC

- C07D 213/64: attached in position 2 or 6
- A01N 43/40: six-membered rings
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- 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

2-Pyridyloxyacetanilides of the formula ##STR1## in which X is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 halogenoalkyl, R is C.sub.1 -C.sub.4 alkyl, Y each independently is halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 halogenoalkyl, and n is 0, 1, 2 or 3 which possess herbicidal and plant-growth regulating activity.

## Claims

### Claim 1

A 2-pyridyloxyacetanilide of the formula ##STR14## in which X is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 halogenoalkyl,
R is C.sub.1 -C.sub.4 alkyl,
Y each independently is halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 halogenoalkyl, and
n is 0, 1, 2 or 3.

### Claim 2 (depends on 1)

A compound according to claim 1, in which
X is hydrogen, chlorine, methyl, mono-, di- or trichloromethyl or mono-, di- or trifluoromethyl,
R is methyl, ethyl, n-propyl or isopropyl,
Y each independently is fluorine, chlorine, bromine, methyl, ethyl, n-propyl, isopropyl, methoxy, ethoxy, n-propoxy, isopropoxy, mono-, di-or trichloromethyl or mono-, di- or trifluoromethyl, and
n is 0, 1 or 2.

### Claim 3 (depends on 1)

A compound according to claim 1, wherein such compound is 3,5-dichloro-2-pyridyloxyaceto-N-methylanilide of the formula: ##STR15##

### Claim 4 (depends on 1)

A compound according to claim 1, wherein such compound is 3,5,6-trichloro-2-pyridyloxyaceto-N-methylanilide of the formula: ##STR16##

### Claim 5 (depends on 1)

A compound according to claim 1, wherein such compound is 3,5-dichloro-6-methyl-2-pyridyloxyaceto-N-methylanilide of the formula: ##STR17##

### Claim 6 (depends on 1)

A herbicidal composition, comprising a herbicidally effective amount of a compound according to claim 1 in admixture with a diluent.

### Claim 7 (depends on 1)

A method of combating weeds, comprising applying to said weeds, or to a habitat thereof, a herbicidally effective amount of a compound according to claim 1.

### Claim 8 (depends on 1)

A method of regulating the growth of plants, comprising applying to said plants, or to a habitat thereof, a plant-growth regulating effective amount of a compound according to claim 1.

### Claim 9 (depends on 8)

The method according to claim 8, wherein such compound is
3,5-dichloro-2-pyridyloxyaceto-N-methylanilide,
3,5,6-trichloro-2-pyridyloxyaceto-N-methylanilide or
3,5-dichloro-6-methyl-2-pyridyloxyaceto-N-methylanilide.

### Claim 10 (depends on 1)

A plant-growth regulating composition, comprising a plant-growth regulating effective amount of a compound according to claim 1 in admixture with diluent.

### Claim 11 (depends on 7)

The method according to claim 7, wherein such compound is
3. 5-dichloro-2-pyridyloxyaceto-N-methylanilide,
3,5,6-trichloro-2-pyridyloxyaceto-N-methylanilide or
3,5-dichloro-6-methyl-2-pyridyloxyaceto-N-methylanilide.