US4030910A
Expired / Lapsed
US
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Substituted pyridinyloxy(thio)phenyl -acetamides, -ureas and urea derivatives, herbicidal compositions and methods containing same
Assignee: Dow Chemical Co
•
Filing: 1975-10-16
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Granted: 1977-06-21
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Expires: 1995-10-16
Abstract
Abstract Disclosed are novel substituted pyridinyloxy(thio)phenyl -acetamides, -ureas and urea derivatives, N-oxide derivatives thereof, and certain novel intermediates therefore. The compounds of the instant invention are useful as herbicides and can be formulated to provide herbicidal compositions.
Inventors
- 👤 Howard Johnston
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 14:55
CPC Classifications
C; C07; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/60; C07D213/62; C07D213/69; C07D213/63; C07D213/64; C07D213/70; C07D213/78; C07D213/84; C07D213/89
Claims Analysis
Total Claims: 37
Claim 1
Independent Claim
106 words
A compound corresponding to the formula: ##STR19## wherein: each p independently represents an integer of 0 or 1; each X independently represents bromo, chloro, iodo or fluoro; m represents an integer of 0 to 4, inclusive; each Y independently represents nitro, ZR 3 , ##STR20## n represents an integer of 0 to 2, inclusive; each Z independently represents oxygen or sulfur; Q represents methyl, ethyl, halo, nitro or trifluoromethyl; each X' independently represents hydrogen or halo; R 3 represents alkyl of from 1 to 3 carbon atoms; and R 4 and R 5 each independently represent hydrogen or alkyl of from 1 to 4 carbon atoms.
Claim 2
Dependent Claim
106 words
A compound corresponding to the formula: ##STR19## wherein: each p independently represents an integer of 0 or 1; each X independently represents bromo, chloro, iodo or fluoro; m represents an integer of 0 to 4, inclusive; each Y independently represents nitro, ZR 3 , ##STR20## n represents an integer of 0 to 2, inclusive; each Z independently represents oxygen or sulfur; Q represents methyl, ethyl, halo, nitro or trifluoromethyl; each X' independently represents hydrogen or halo; R 3 represents alkyl of from 1 to 3 carbon atoms; and R 4 and R 5 each independently represent hydrogen or alkyl of from 1 to 4 carbon atoms.
Claim 3
Dependent Claim
15 words
The compound of claim 1 wherein n is 0 and m is at least 1.
Claim 4
Dependent Claim
15 words
The compound of claim 1 wherein m is 0 and n is at least 1.
Claim 5
Dependent Claim
8 words
The compound of claim 1 which is N-(4-((6-bromo-2-pyridinyl)oxy)phenyl)acetamide.
Claim 6
Dependent Claim
8 words
The compound of claim 1 which is N-(4-((6-chloro-2-pyridinyl)thio)phenyl)acetamide.
Claim 7
Dependent Claim
8 words
The compound of claim 1 which is N-(3-chloro-4-((6-chloro-2-pyridinyl)oxy)phenyl)propionamide.
Claim 8
Dependent Claim
8 words
The compound of claim 1 which is N-(4-((6-chloro-2-pyridinyl)oxy)phenyl)propanamide.
Claim 9
Dependent Claim
121 words
A composition comprising a herbicidally-effective amount of a compound corresponding to the formula: ##STR21## wherein: each p independently represents an integer of 0 or 1; each X independently represents bromo, chloro, iodo or fluoro; m represents an integer of 0 to 4, inclusive; each Y independently represents nitro, ZR 3 , ##STR22## n represents an integer of 0 to 2, inclusive; each Z independently represents oxygen or sulfur; Q represents methyl, ethyl, halo, nitro or trifluoromethyl; each X' independently represents hydrogen or halo; R 3 represents alkyl of from 1 to 3 carbon atoms; and R 4 and R 5 each independently represent hydrogen or alkyl of from 1 to 4 carbon atoms in the presence of an inert carrier therefor.
Claim 10
Dependent Claim
121 words
A composition comprising a herbicidally-effective amount of a compound corresponding to the formula: ##STR21## wherein: each p independently represents an integer of 0 or 1; each X independently represents bromo, chloro, iodo or fluoro; m represents an integer of 0 to 4, inclusive; each Y independently represents nitro, ZR 3 , ##STR22## n represents an integer of 0 to 2, inclusive; each Z independently represents oxygen or sulfur; Q represents methyl, ethyl, halo, nitro or trifluoromethyl; each X' independently represents hydrogen or halo; R 3 represents alkyl of from 1 to 3 carbon atoms; and R 4 and R 5 each independently represent hydrogen or alkyl of from 1 to 4 carbon atoms in the presence of an inert carrier therefor.
Claim 11
Dependent Claim
10 words
The composition of claim 8 wherein the compound is N-(4-((6-bromo-2-pyridinyl)oxy)phenyl)acetamide.
Claim 12
Dependent Claim
10 words
The composition of claim 8 wherein the compound is N-(4-((6-chloro-2-pyridinyl)thio)phenyl)acetamide.
Claim 13
Dependent Claim
10 words
The composition of claim 8 wherein the compound is N-(3-chloro-4-((6-chloro-2-pyridinyl)oxy)phenyl)propionamide.
Claim 14
Dependent Claim
10 words
The composition of claim 8 wherein the compound is N-(4-((6-chloro-2-pyridinyl)oxy)phenyl)propanamide.
Claim 15
Dependent Claim
15 words
The composition of claim 8 wherein n is 0 and m is at least 1.
Claim 16
Dependent Claim
15 words
The composition of claim 8 wherein m is 0 and n is at least 1.
Claim 17
Independent Claim
125 words
The method of controlling undesired plant growth which comprises applying to plants and/or their habitats a herbicidally-effective amount of a compound of the formula: ##STR23## wherein: each p independently represents an integer of 0 or 1; each X independently represents bromo, chloro, iodo or fluoro; m represents an integer of 0 to 4, inclusive; each Y independently represents nitro, ZR 3 , ##STR24## n represents an integer of 0 to 2, inclusive; each Z independently represents oxygen or sulfur; Q represents methyl, ethyl, halo, nitro or trifluoromethyl; R 3 represents alkyl of from 1 to 3 carbon atoms; and R 4 and R 5 each independently represent hydrogen or alkyl of from 1 to 4 carbon atoms in the presence of an inert carrier therefor.
Claim 18
Independent Claim
125 words
The method of controlling undesired plant growth which comprises applying to plants and/or their habitats a herbicidally-effective amount of a compound of the formula: ##STR23## wherein: each p independently represents an integer of 0 or 1; each X independently represents bromo, chloro, iodo or fluoro; m represents an integer of 0 to 4, inclusive; each Y independently represents nitro, ZR 3 , ##STR24## n represents an integer of 0 to 2, inclusive; each Z independently represents oxygen or sulfur; Q represents methyl, ethyl, halo, nitro or trifluoromethyl; R 3 represents alkyl of from 1 to 3 carbon atoms; and R 4 and R 5 each independently represent hydrogen or alkyl of from 1 to 4 carbon atoms in the presence of an inert carrier therefor.
Claim 19
Dependent Claim
15 words
The method of claim 15 wherein n is 0 and m is at least 1.
Claim 20
Dependent Claim
15 words
The method of claim 15 wherein m is 0 and n is at least 1.
Claim 21
Dependent Claim
24 words
The method of claim 15 wherein the sum of n + m is one and X or Y is substituted on the 6-ring position.
Claim 22
Dependent Claim
24 words
The method of claim 15 wherein m is 1, n is 0, and X is substituted in the 6-ring position of the pyridine moiety.
Claim 23
Dependent Claim
24 words
The method of claim 15 wherein m is 0, n is 1 and Y is substituted in the 6-ring position of the pyridine moiety.
Claim 24
Dependent Claim
10 words
The method of claim 15 wherein the compound is N-(4-((6-bromo-2-pyridinyl)oxy)phenyl)acetamide.
Claim 25
Dependent Claim
10 words
The method of claim 15 wherein the compound is N-(4-((6-chloro-2-pyridinyl)thio)phenyl)acetamide.
Claim 26
Dependent Claim
10 words
The method of claim 15 wherein the compound is N-(3-chloro-4-((6-chloro-2-pyridinyl)oxy)phenyl)propionamide.
Claim 27
Dependent Claim
10 words
The method of claim 15 wherein the compound is N-(4-((6-chloro-2-pyridinyl)oxy)phenyl)propanamide.
Claim 28
Independent Claim
140 words
The method of selectively controlling undesired plant growth in the presence of desired crop plants which comprises applying to plants and/or their habitats a herbicidally-effective amount of a compound of the formula: ##STR25## wherein: each p independently represents an integer of 0 or 1; each X independently represents bromo, chloro, iodo or fluoro; m represents an integer of 0 to 4, inclusive; each Y independently represents nitro, ZR 3 , ##STR26## n represents an integer of 0 to 2, inclusive; each Z independently represents oxygen or sulfur; Q represents methyl, ethyl, halo, nitro or trifluoromethyl; each X' independently represents hydrogen or halo; R 3 represents alkyl of from 1 to 3 carbon atoms; and R 4 and R 5 each independently represent hydrogen or alkyl of from 1 to 4 carbon atoms in the presence of an inert carrier therefor.
Claim 29
Independent Claim
140 words
The method of selectively controlling undesired plant growth in the presence of desired crop plants which comprises applying to plants and/or their habitats a herbicidally-effective amount of a compound of the formula: ##STR25## wherein: each p independently represents an integer of 0 or 1; each X independently represents bromo, chloro, iodo or fluoro; m represents an integer of 0 to 4, inclusive; each Y independently represents nitro, ZR 3 , ##STR26## n represents an integer of 0 to 2, inclusive; each Z independently represents oxygen or sulfur; Q represents methyl, ethyl, halo, nitro or trifluoromethyl; each X' independently represents hydrogen or halo; R 3 represents alkyl of from 1 to 3 carbon atoms; and R 4 and R 5 each independently represent hydrogen or alkyl of from 1 to 4 carbon atoms in the presence of an inert carrier therefor.
Claim 30
Dependent Claim
12 words
The method of claim 25 wherein the application is a pre-emergence application.
Claim 31
Dependent Claim
12 words
The method of claim 25 wherein the application is a post-emergence application.
Claim 32
Dependent Claim
24 words
The method of claim 25 wherein m is 1, n is 0, and X is substituted in the 6-ring position of the pyridine moiety.
Claim 33
Dependent Claim
24 words
The method of claim 25 wherein m is 0, n is 1 and Y is substituted in the 6-ring position of the pyridine moiety.
Claim 34
Dependent Claim
10 words
The composition of claim 25 wherein the compound is N-(4-((6-bromo-2-pyridinyl)oxy)phenyl)acetamide.
Claim 35
Dependent Claim
10 words
The composition of claim 25 wherein the compound is N-(4-((6-chloro-2-pyridinyl)thio)phenyl)acetamide.
Claim 36
Dependent Claim
10 words
The composition of claim 25 wherein the compound is N-(3-chloro-4-((6-chloro-2-pyridinyl)oxy)phenyl)propionamide.
Claim 37
Dependent Claim
10 words
The composition of claim 25 wherein the compound is N-(4-((6-chloro-2-pyridinyl)oxy)phenyl)propanamide.
References Cited (Backward Citations)
US3748356A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-06-20 | 1980-12-20 | 1981-06-21 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-06-20 | 1984-12-20 | 1985-06-21 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-06-20 | 1988-12-20 | 1989-06-21 | $7700.00 | Window Closed / Lapsed |