US4228172A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Substituted pyridine methyl esters of 2-isopropyl-2-(4-chlorophenyl)acetic acid and their use as insecticides
Assignee: Dow Chemical Co
•
Filing: 1979-07-30
•
Granted: 1980-10-14
•
Expires: 1999-07-30
Abstract
Abstract Substituted pyridine methyl esters of 2-isopropyl-2-(4-chlorophenyl)acetic acid are prepared which correspond to the formula: ##STR1## wherein n represents an integer of 0 to 2; X independently represents alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, alkylthio of 1 to 4 carbon atoms, alkylsulfinyl of 1 to 4 carbon atoms, alkylsulfonyl of 1 to 4 carbon atoms, trifluoromethyl, nitro, cyano, chloro, fluoro, bromo, or 3,4-methylenedioxy (when n is 2 and both X's are taken together); and R represents hydrogen, cyano or ethynyl. These compounds have been found to exhibit a high degree of insecticidal activity and compositions containing said compounds are so employed.
Inventors
- 👤 Sudarshan K. Malhotra
- 👤 John C. Van Heertum
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 22:38
CPC Classifications
C; C07; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/60; C07D213/62; C07D213/63; C07D213/64; C07D213/643; A; A01; A01N; A01N43/00; A01N43/34; A01N43/40; C07D213/78; C07D213/79
Claims Analysis
Total Claims: 36
Claim 1
Independent Claim
65 words
A compound corresponding to the formula ##STR29## wherein n represents an integer of 0 to 2; X independently represents alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, alkylthio of 1 to 4 carbon atoms, alkylsulfinyl of 1 to 4 carbon atoms, alkylsulfonyl of 1 to 4 carbon atoms, trifluoromethyl, chloro, fluoro, bromo; and R represents hydrogen, cyano or ethynyl.
Claim 2
Dependent Claim
65 words
A compound corresponding to the formula ##STR29## wherein n represents an integer of 0 to 2; X independently represents alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, alkylthio of 1 to 4 carbon atoms, alkylsulfinyl of 1 to 4 carbon atoms, alkylsulfonyl of 1 to 4 carbon atoms, trifluoromethyl, chloro, fluoro, bromo; and R represents hydrogen, cyano or ethynyl.
Claim 3
Dependent Claim
11 words
A compound as defined in claim 1 wherein R is hydrogen.
Claim 4
Dependent Claim
11 words
A compound as defined in claim 1 wherein R is cyano.
Claim 5
Dependent Claim
11 words
A compound as defined in claim 1 wherein R is ethynyl.
Claim 6
Dependent Claim
12 words
The compound as defined in claim 2 which is 4-chloro-α-(1-methylethyl)benzeneacetic acid:(6-phenoxy-2-pyridinyl)methyl ester.
Claim 7
Dependent Claim
12 words
The compound as defined in claim 2 which is 4-chloro-α-(1-methylethyl)benzeneacetic acid:(6-(4-chlorophenoxy)-2-pyridinyl)methyl ester.
Claim 8
Dependent Claim
12 words
The compound as defined in claim 3 which is 4-chloro-α-(1-methylethyl)benzeneacetic acid:cyano(6-phenoxy-2-pyridinyl)methyl ester.
Claim 9
Dependent Claim
12 words
The compound as defined in claim 3 which is 4-chloro-α-(1-methylethyl)benzeneacetic acid:cyano(6-(3-fluorophenoxy)-2-pyridinyl)methyl ester.
Claim 10
Dependent Claim
12 words
The compound as defined in claim 3 which is 4-chloro-α-(1-methylethyl)benzeneacetic acid:cyano(6-(4-fluorophenoxy)-2-pyridinyl)methyl ester.
Claim 11
Dependent Claim
12 words
The compound as defined in claim 3 which is 4-chloro-α-(1-methylethyl)benzeneacetic acid:cyano(6-(4-chlorophenoxy)-2-pyridinyl)methyl ester.
Claim 12
Dependent Claim
12 words
The compound as defined in claim 3 which is 4-chloro-α-(1-methylethyl)benzeneacetic acid:cyano(6-(4-bromophenoxy)-2-pyridinyl)methyl ester.
Claim 13
Dependent Claim
82 words
An insecticidal composition comprising an inert carrier and as the active ingredient, an insecticidally effective amount of a compound corresponding to the formula ##STR30## wherein n represents an integer of 0 to 2; X independently represents alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, alkylthio of 1 to 4 carbon atoms, alkylsulfinyl of 1 to 4 carbon atoms, alkylsulfonyl of 1 to 4 carbon atoms, trifluoromethyl, chloro, fluoro, bromo; and R represents hydrogen, cyano or ethynyl.
Claim 14
Dependent Claim
82 words
An insecticidal composition comprising an inert carrier and as the active ingredient, an insecticidally effective amount of a compound corresponding to the formula ##STR30## wherein n represents an integer of 0 to 2; X independently represents alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, alkylthio of 1 to 4 carbon atoms, alkylsulfinyl of 1 to 4 carbon atoms, alkylsulfonyl of 1 to 4 carbon atoms, trifluoromethyl, chloro, fluoro, bromo; and R represents hydrogen, cyano or ethynyl.
Claim 15
Dependent Claim
11 words
A composition as defined in claim 12 wherein R is hydrogen.
Claim 16
Dependent Claim
11 words
A composition as defined in claim 12 wherein R is cyano.
Claim 17
Dependent Claim
11 words
A composition as defined in claim 12 wherein R is ethynyl.
Claim 18
Dependent Claim
14 words
The composition as defined in claim 13 wherein the compound is 4-chloro-α-(1-methylethyl)benzeneacetic acid:(6-phenoxy-2-pyridinyl)methyl ester.
Claim 19
Dependent Claim
14 words
The composition as defined in claim 13 wherein the compound is 4-chloro-α-(1-methylethyl)benzeneacetic acid:(6-(4-chlorophenoxy)-2-pyridinyl)methyl ester.
Claim 20
Dependent Claim
14 words
The composition as defined in claim 14 wherein the compound is 4-chloro-α-(1-methylethyl)benzeneacetic acid:cyano(6-phenyl-2-pyridinyl)methyl ester.
Claim 21
Dependent Claim
14 words
The composition as defined in claim 14 wherein the compound is 4-chloro-α-(1-methylethyl)benzeneacetic acid:cyano(6-(3-fluorophenoxy)-2-pyridinyl)methyl ester.
Claim 22
Dependent Claim
14 words
The composition as defined in claim 14 wherein the compound is 4-chloro-α-(1-methylethyl)benzeneacetic acid:cyano(6-(4-fluorophenoxy)-2-pyridinyl)methyl ester.
Claim 23
Dependent Claim
14 words
The composition as defined in claim 14 wherein the compound is 4-chloro-α-(1-methylethyl)benzeneacetic acid:cyano(6-(4-chlorophenoxy)-2-pyridinyl)methyl ester.
Claim 24
Dependent Claim
14 words
The composition as defined in claim 14 wherein the compound is 4-chloro-α-(1-methylethyl)benzeneacetic acid:cyano(6-(4-bromophenoxy)-2-pyridinyl)methyl ester.
Claim 25
Independent Claim
99 words
The method for the kill and control of insects which comprises contacting said insects or their habitat with a composition containing an inert carrier and as the active ingredient, an insecticidally effective amount of a compound corresponding to the formula ##STR31## wherein n represents an integer of 0 to 2; X independently represents alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, alkylthio of 1 to 4 carbon atoms, alkylsulfinyl of 1 to 4 carbon atoms, alkylsulfonyl of 1 to 4 carbon atoms, trifluoromethyl, chloro, fluoro, bromo and R represents hydrogen, cyano or ethynyl.
Claim 26
Independent Claim
99 words
The method for the kill and control of insects which comprises contacting said insects or their habitat with a composition containing an inert carrier and as the active ingredient, an insecticidally effective amount of a compound corresponding to the formula ##STR31## wherein n represents an integer of 0 to 2; X independently represents alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, alkylthio of 1 to 4 carbon atoms, alkylsulfinyl of 1 to 4 carbon atoms, alkylsulfonyl of 1 to 4 carbon atoms, trifluoromethyl, chloro, fluoro, bromo and R represents hydrogen, cyano or ethynyl.
Claim 27
Dependent Claim
11 words
A method as defined in claim 23 wherein R is hydrogen.
Claim 28
Dependent Claim
11 words
A method as defined in claim 23 wherein R is cyano.
Claim 29
Dependent Claim
11 words
A method as defined in claim 23 wherein R is ethynyl.
Claim 30
Dependent Claim
14 words
The method as defined in claim 24 wherein the compound is 4-chloro-α-(1-methylethyl)benzeneacetic acid:(6-phenoxy-2-pyridinyl)methyl ester.
Claim 31
Dependent Claim
14 words
The method as defined in claim 24 wherein the compound is 4-chloro-α-(1-methylethyl)benzeneacetic acid:(6-(4-chlorophenoxy)-2-pyridinyl)methyl ester.
Claim 32
Dependent Claim
14 words
The method as defined in claim 25 wherein the compound is 4-chloro-α-(1-methylethyl)benzeneacetic acid:cyano(6-phenoxy-2-pyridinyl)methyl ester.
Claim 33
Dependent Claim
14 words
The method as defined in claim 25 wherein the compound is 4-chloro-α-(1-methylethyl)benzeneacetic acid:cyano(6-(3-fluorophenoxy)-2-pyridinyl)methyl ester.
Claim 34
Dependent Claim
14 words
The method as defined in claim 25 wherein the compound is 4-chloro-α-(1-methylethyl)benzeneacetic acid:cyano(6-(4-fluorophenoxy)-2-pyridinyl)methyl ester.
Claim 35
Dependent Claim
14 words
The method as defined in claim 25 wherein the compound is 4-chloro-α-(1-methylethyl)benzeneacetic acid:cyano(6-(4-chlorophenoxy)-2-pyridinyl)methyl ester.
Claim 36
Dependent Claim
14 words
The method as defined in claim 25 wherein the compound is 4-chloro-α-(1-methylethyl)benzeneacetic acid:cyano(6-(4-bromophenoxy)-2-pyridinyl)methyl ester.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-10-14 | 1984-04-14 | 1984-10-14 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-10-14 | 1988-04-14 | 1988-10-14 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-10-14 | 1992-04-14 | 1992-10-14 | $7700.00 | Window Closed / Lapsed |