US4003733A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Substituted pyridinyloxy(thio)phenyl -acetamides, -ureas and urea derivatives
Assignee: Dow Chemical Co
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Filing: 1975-10-16
•
Granted: 1977-01-18
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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 01:23
CPC Classifications
C; C07; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/60; C07D213/62; C07D213/63; C07D213/64; C07D213/643; C07D213/69; C07D213/70; C07D213/78; C07D213/84; C07D213/89
Claims Analysis
Total Claims: 29
Claim 1
Independent Claim
137 words
A compound corresponding to the formula: ##STR19##wherein: r represents an integer of 4 or 5; q represents an integer of 0 to 2, inclusive; 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 , --C(X') 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; each R independently represents hydrogen or alkyl of from 1 to 3 carbon atoms; 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
137 words
A compound corresponding to the formula: ##STR19##wherein: r represents an integer of 4 or 5; q represents an integer of 0 to 2, inclusive; 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 , --C(X') 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; each R independently represents hydrogen or alkyl of from 1 to 3 carbon atoms; 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
24 words
The compound of claim 1 wherein the sum of n + m is one and X or Y is substituted on the 6-ring position.
Claim 6
Dependent Claim
9 words
The compound of claim 1 which is N-(4-((6-chloro-2-pyridinyl)oxy)phenyl)-2,5-dimethyl-1-pyrrolidine carboxamide.
Claim 7
Dependent Claim
153 words
A composition comprising a herbicidally-effective amount of a compound corresponding to the formula: ##STR21##wherein: r represents an integer of 4 or 5; q represents an integer of 0 to 2, inclusive; 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 , --C(X') 3 or ##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; each R independently represents hydrogen or alkyl of from 1 to 3 carbon atoms; 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 8
Dependent Claim
153 words
A composition comprising a herbicidally-effective amount of a compound corresponding to the formula: ##STR21##wherein: r represents an integer of 4 or 5; q represents an integer of 0 to 2, inclusive; 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 , --C(X') 3 or ##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; each R independently represents hydrogen or alkyl of from 1 to 3 carbon atoms; 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 9
Dependent Claim
15 words
The composition of claim 6 wherein n is 0 and m is at least 1.
Claim 10
Dependent Claim
15 words
The composition of claim 6 wherein m is 0 and n is at least 1.
Claim 11
Dependent Claim
24 words
The composition of claim 6 wherein m is 1, n is 0, and X is substituted in the 6-ring position of the pyridine moiety.
Claim 12
Dependent Claim
24 words
The composition of claim 6 wherein m is 0, n is 1 and Y is substituted in the 6-ring position of the pyridine moiety.
Claim 13
Dependent Claim
24 words
The composition of claim 6 wherein the sum of n + m is one and X or Y is substituted in the 6-ring position.
Claim 14
Dependent Claim
11 words
The composition of claim 6 wherein the compound is N-(4-((6-chloro-2-pyridinyl)oxy)phenyl)-2,5-dimethyl-1-pyrrolidine carboxamide.
Claim 15
Independent Claim
163 words
The method of controlling undesired plant growth which comprises applying to plants or their habitats a herbicidally-effective amount of a compound of the formula: ##STR23##wherein: r represents an integer of 4 or 5; q represents an integer of 0 to 2, inclusive; 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 , --C(X') 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; each X' independently represents hydrogen or halo; each R independently represents hydrogen or alkyl of from 1 to 3 carbon atoms; 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 16
Independent Claim
163 words
The method of controlling undesired plant growth which comprises applying to plants or their habitats a herbicidally-effective amount of a compound of the formula: ##STR23##wherein: r represents an integer of 4 or 5; q represents an integer of 0 to 2, inclusive; 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 , --C(X') 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; each X' independently represents hydrogen or halo; each R independently represents hydrogen or alkyl of from 1 to 3 carbon atoms; 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 17
Dependent Claim
15 words
The method of claim 13 wherein n is 0 and m is at least 1.
Claim 18
Dependent Claim
15 words
The method of claim 13 wherein m is 0 and n is at least 1.
Claim 19
Dependent Claim
24 words
The method of claim 13 wherein the sum of n + m is one and X or Y is substituted on the 6-ring position.
Claim 20
Dependent Claim
24 words
The method of claim 13 wherein m is 1, n is 0, and X is substituted in the 6-ring position of the pyridine moiety.
Claim 21
Dependent Claim
24 words
The method of claim 13 wherein m is 0, n is 1 and Y is substituted in the 6-ring position of the pyridine moiety.
Claim 22
Dependent Claim
11 words
The method of claim 13 wherein the compound is N-(4-((6-chloro-2-pyridinyl)oxy)phenyl)-2,5-dimethyl-1-pyrrolidine carboxamide.
Claim 23
Independent Claim
174 words
The method of selectively controlling undesired plant growth in the presence of desired crop plants which comprises applying to plants or their habitats a herbicidally-effective amount of a compound of the formula ##STR25## wherein: r represents an integer of 4 or 5; q represents an integer of 0 to 2, inclusive; 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 , --C(X') 3 or ##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; each R independently represents hydrogen or alkyl of from 1 to 3 carbon atoms; 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 24
Independent Claim
174 words
The method of selectively controlling undesired plant growth in the presence of desired crop plants which comprises applying to plants or their habitats a herbicidally-effective amount of a compound of the formula ##STR25## wherein: r represents an integer of 4 or 5; q represents an integer of 0 to 2, inclusive; 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 , --C(X') 3 or ##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; each R independently represents hydrogen or alkyl of from 1 to 3 carbon atoms; 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 25
Dependent Claim
12 words
The method of claim 20 wherein the application is a pre-emergence application.
Claim 26
Dependent Claim
12 words
The method of claim 20 wherein the application is a post-emergence application.
Claim 27
Dependent Claim
24 words
The method of claim 20 wherein m is 1, n is 0, and X is substituted in the 6-ring position of the pyridine moiety.
Claim 28
Dependent Claim
24 words
The method of claim 20 wherein m is 0, n is 1 and Y is substituted in the 6-ring position of the pyridine moiety.
Claim 29
Dependent Claim
11 words
The method of claim 20 wherein the compound is N-(4-((6-chloro-2-pyridinyl)oxy)phenyl)-2,5-dimethyl-1-pyrrolidine carboxamide.
References Cited (Backward Citations)
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-01-18 | 1980-07-19 | 1981-01-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-01-18 | 1984-07-19 | 1985-01-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-01-18 | 1988-07-19 | 1989-01-18 | $7700.00 | Window Closed / Lapsed |