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US4486422A
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Insecticidal phosphorus derivatives of 5-pyrimidinols
Assignee: Dow Chemical Co
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Filing: 1982-11-22
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Granted: 1984-12-04
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Expires: 2002-11-22
Abstract
Abstract Phosphorus derivatives of 5-pyrimidinols which possess insecticidal properties and especially both systemic and foliar activity for plants against insect pests.
Inventors
- 👤 Mark J. Costales
- 👤 Walter Reifschneider
- 👤 Doris L. Paroonagian
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 06:25
CPC Classifications
A; A01; A01N; A01N57/00; A01N57/26; A01N57/32; C; C07; C07F; C07F9/00; C07F9/02; C07F9/547; C07F9/645; C07F9/6509; C07F9/6512
Claims Analysis
Total Claims: 27
Claim 1
Independent Claim
70 words
A compound corresponding to the formula ##STR17## wherein A represents hydrogen, alkyl, alkoxy, perfluoroloweralkyl, cycloalkyl, alkyl(cycloalkyl), (cycloalkyl)alkyl, phenyl, alkylthioalkyl, alkoxyalkyl, dialkylaminoalkyl, alkylthio, alkylsulfinyl, alkylsulfonyl, phenylthio, phenylsulfinyl, phenylsulfonyl, (alkylthio)alkylthio, alkoxyalkylthio, dialkylaminoalkylthio, dialkylamino, morpholino, piperidino, N-methylpiperazino, pyrrolidino or ((dimethylamino)methylene)amino (--N═CH--N(CH 3 ) 2 ); D represents hydrogen or alkyl; X represents oxygen or sulfur; R 1 represents alkyl; R 2 represents alkyl, alkoxy or dialkylamino; and R 3 represents hydrogen or alkyl.
Claim 2
Dependent Claim
70 words
A compound corresponding to the formula ##STR17## wherein A represents hydrogen, alkyl, alkoxy, perfluoroloweralkyl, cycloalkyl, alkyl(cycloalkyl), (cycloalkyl)alkyl, phenyl, alkylthioalkyl, alkoxyalkyl, dialkylaminoalkyl, alkylthio, alkylsulfinyl, alkylsulfonyl, phenylthio, phenylsulfinyl, phenylsulfonyl, (alkylthio)alkylthio, alkoxyalkylthio, dialkylaminoalkylthio, dialkylamino, morpholino, piperidino, N-methylpiperazino, pyrrolidino or ((dimethylamino)methylene)amino (--N═CH--N(CH 3 ) 2 ); D represents hydrogen or alkyl; X represents oxygen or sulfur; R 1 represents alkyl; R 2 represents alkyl, alkoxy or dialkylamino; and R 3 represents hydrogen or alkyl.
Claim 3
Dependent Claim
11 words
A compound as defined in claim 1 wherein A is alkyl.
Claim 4
Dependent Claim
11 words
A compound as defined in claim 1 wherein A is cycloalkyl.
Claim 5
Dependent Claim
11 words
A compound as defined in claim 3 wherein D is alkyl.
Claim 6
Dependent Claim
13 words
The compound as defined in claim 2 which is N-((dimethylamino)methylene) O-ethyl O-(2-(1-methylethyl)-5-pyrimidinyl) phosphoramidothioate.
Claim 7
Dependent Claim
13 words
The compound as defined in claim 2 which is N-((dimethylamino)methylene) O-ethyl O-(2-(1,1-dimethylethyl)-5-pyrimidinyl) phosphoramidothioate.
Claim 8
Dependent Claim
13 words
The compound as defined in claim 3 which is N-((dimethylamino)methylene) O-ethyl O-(2-cyclopropyl-5-pyrimidinyl) phosphoramidothioate.
Claim 9
Dependent Claim
13 words
The compound as defined in claim 4 which is (N-((dimethylamino)methylene) O-ethyl O-(2-cyclopropyl-4-methyl-5-pyrimidinyl) phosphoramidothioate.
Claim 10
Dependent Claim
87 words
An insecticidal composition comprising an inert carrier in intimate admixture with an insecticidally effective amount of an active compound corresponding to the formula ##STR18## wherein A represents hydrogen, alkyl, alkoxy, perfluoroloweralkyl, cycloalkyl, alkyl(cycloalkyl), (cycloalkyl)alkyl, phenyl, alkylthioalkyl, alkoxyalkyl, dialkylaminoalkyl, alkylthio, alkylsulfinyl, alkylsulfonyl, phenylthio, phenylsulfinyl, phenylsulfonyl, (alkylthio)alkylthio, alkoxyalkylthio, dialkylaminoalkylthio, dialkylamino, morpholino, piperidino, N-methylpiperazino, pyrrolidino or ((dimethylamino)methylene)amino (--N═CH--N(CH 3 ) 2 ); D represents hydrogen or alkyl; X represents oxygen or sulfur; R 1 represents alkyl; R 2 represents alkyl, alkoxy or dialkylamino; and R 3 represents hydrogen or alkyl.
Claim 11
Dependent Claim
87 words
An insecticidal composition comprising an inert carrier in intimate admixture with an insecticidally effective amount of an active compound corresponding to the formula ##STR18## wherein A represents hydrogen, alkyl, alkoxy, perfluoroloweralkyl, cycloalkyl, alkyl(cycloalkyl), (cycloalkyl)alkyl, phenyl, alkylthioalkyl, alkoxyalkyl, dialkylaminoalkyl, alkylthio, alkylsulfinyl, alkylsulfonyl, phenylthio, phenylsulfinyl, phenylsulfonyl, (alkylthio)alkylthio, alkoxyalkylthio, dialkylaminoalkylthio, dialkylamino, morpholino, piperidino, N-methylpiperazino, pyrrolidino or ((dimethylamino)methylene)amino (--N═CH--N(CH 3 ) 2 ); D represents hydrogen or alkyl; X represents oxygen or sulfur; R 1 represents alkyl; R 2 represents alkyl, alkoxy or dialkylamino; and R 3 represents hydrogen or alkyl.
Claim 12
Dependent Claim
11 words
A composition as defined in claim 9 wherein A is alkyl.
Claim 13
Dependent Claim
11 words
A composition as defined in claim 9 wherein A is cycloalkyl.
Claim 14
Dependent Claim
11 words
A composition as defined in claim 11 wherein D is alkyl.
Claim 15
Dependent Claim
16 words
The composition as defined in claim 11 wherein the active compound is N-((dimethylamino)methylene) O-ethyl O-(2-(1-methylethyl)-5-pyrimidinyl) phosphoramidothioate.
Claim 16
Dependent Claim
16 words
The composition as defined in claim 10 wherein the active compound is N-((dimethylamino)methylene) O-ethyl O-(2-(1,1-dimethylethyl)-5-pyrimidinyl) phosphoramidothioate.
Claim 17
Dependent Claim
16 words
The composition as defined in claim 11 wherein the active compound is N-((dimethylamino)methylene) O-ethyl O-(2-cyclopropyl-5-pyrimidinyl) phosphoramidothioate.
Claim 18
Dependent Claim
16 words
The composition as defined in claim 12 wherein the active compound is (N-((dimethylamino)methylene) O-ethyl O-(2-cyclopropyl-4-methyl-5-pyrimidinyl) phosphoramidothioate.
Claim 19
Independent Claim
104 words
A method for the kill and control of insects which comprises contacting said insects or their habitat with a composition comprising an inert carrier in intimate admixture with an insecticidally effective amount of an active compound corresponding to the formula ##STR19## wherein A represents hydrogen, alkyl, alkoxy, perfluoroloweralkyl, cycloalkyl, alkyl(cycloalkyl), (cycloalkyl)alkyl, phenyl, alkylthioalkyl, alkoxyalkyl, dialkylaminoalkyl, alkylthio, alkylsulfinyl, alkylsulfonyl, phenylthio, phenylsulfinyl, phenylsulfonyl, (alkylthio)alkylthio, alkoxyalkylthio, dialkylaminoalkylthio, dialkylamino, morpholino, piperidino, N-methylpiperazino, pyrrolidino or ((dimethylamino)methlene)amino (--N═CH--N(CH 3 ) 2 ); D represents hydrogen or alkyl; X represents oxygen or sulfur; R 1 represents alkyl; R 2 represents alkyl, alkoxy or dialkylamino; and R 3 represents hydrogen or alkyl.
Claim 20
Independent Claim
104 words
A method for the kill and control of insects which comprises contacting said insects or their habitat with a composition comprising an inert carrier in intimate admixture with an insecticidally effective amount of an active compound corresponding to the formula ##STR19## wherein A represents hydrogen, alkyl, alkoxy, perfluoroloweralkyl, cycloalkyl, alkyl(cycloalkyl), (cycloalkyl)alkyl, phenyl, alkylthioalkyl, alkoxyalkyl, dialkylaminoalkyl, alkylthio, alkylsulfinyl, alkylsulfonyl, phenylthio, phenylsulfinyl, phenylsulfonyl, (alkylthio)alkylthio, alkoxyalkylthio, dialkylaminoalkylthio, dialkylamino, morpholino, piperidino, N-methylpiperazino, pyrrolidino or ((dimethylamino)methlene)amino (--N═CH--N(CH 3 ) 2 ); D represents hydrogen or alkyl; X represents oxygen or sulfur; R 1 represents alkyl; R 2 represents alkyl, alkoxy or dialkylamino; and R 3 represents hydrogen or alkyl.
Claim 21
Dependent Claim
11 words
A method as defined in claim 17 wherein A is alkyl.
Claim 22
Dependent Claim
11 words
A method as defined in claim 17 wherein A is cycloalkyl.
Claim 23
Dependent Claim
11 words
A method as defined in claim 19 wherein D is alkyl.
Claim 24
Dependent Claim
16 words
The method as defined in claim 18 wherein the active compound is N-((dimethylamino)methylene) O-ethyl O-(2-(1-methylethyl)-5-pyrimidinyl) phosphoramidothioate.
Claim 25
Dependent Claim
16 words
The method as defined in claim 18 wherein the active compound is N-((dimethylamino)methylene) O-ethyl O-(2-(1,1-dimethylethyl)-5-pyrimidinyl) phosphoramidothioate.
Claim 26
Dependent Claim
16 words
The method as defined in claim 19 wherein the active compound is N-((dimethylamino)methylene) O-ethyl O-(2-cyclopropyl-5-pyrimidinyl) phosphoramidothioate.
Claim 27
Dependent Claim
16 words
The method as defined in claim 20 wherein the active compound is (N-((dimethylamino)methylene) O-ethyl O-(2-cyclopropyl-4-methyl-5-pyrimidinyl) phosphoramidothioate.
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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) | 1987-12-04 | 1988-06-04 | 1988-12-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-12-04 | 1992-06-04 | 1992-12-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-12-04 | 1996-06-04 | 1996-12-04 | $7700.00 | Window Closed / Lapsed |