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US4558039A Expired / Lapsed US ⏱️ 0.0 years remaining

Phosphorus derivatives of 2-fluoroalkyl-5-pyrimidinols useful as insecticides

Assignee: Dow Chemical Co
•
Filing: 1984-06-11
•
Granted: 1985-12-10
•
Expires: 2004-06-11
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Abstract

Abstract Phosphorus derivatives of 2-fluoroalkyl-5-pyrimidinols are taught. These compounds possess insecticidal properties and especially both systemic and foliar activity for plants against insect pest.

Inventors

  • 👤 Walter Reifschneider
  • 👤 Larry L. Larson

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 17:48
CPC Classifications
C; C07; C07D; C07D239/00; C07D239/02; C07D239/24; C07D239/28; C07D239/32; C07D239/34; C07D239/36; A; A01; A01N; A01N57/00; A01N57/02; A01N57/08; C07F; C07F9/00; C07F9/02; C07F9/547; C07F9/645; C07F9/6509; C07F9/6512

Claims Analysis

Total Claims: 40
Claim 1
Independent Claim 29 words
A compound corresponding to the formula ##STR18## wherein A represents perfluoroalkyl; X represents oxygen or sulfur; R represents alkoxy; and R 1 represents alkyl, alkoxy, alkylthio, monoalkylamino or phenyl.
Claim 2
Dependent Claim 29 words
A compound corresponding to the formula ##STR18## wherein A represents perfluoroalkyl; X represents oxygen or sulfur; R represents alkoxy; and R 1 represents alkyl, alkoxy, alkylthio, monoalkylamino or phenyl.
Claim 3
Dependent Claim 13 words
A compound as defined in claim 1 wherein A is --CF 3 .
Claim 4
Dependent Claim 11 words
The compound as defined in claim 2 which is O,O-diethyl O-(2-(trifluoromethyl)-5-pyrimidinyl)phosphorothioate.
Claim 5
Dependent Claim 12 words
The compound as defined in claim 2 which is N-(1-methylethyl) O-ethyl O-(2-(trifluoromethyl)-5-pyrimidinyl)phosphoramidothioate.
Claim 6
Dependent Claim 15 words
A compound as defined in claim 1 wherein A is --C 2 F 5 .
Claim 7
Dependent Claim 11 words
The compound as defined in claim 5 which is O,O-diethyl O-(2-(pentafluoroethyl)-5-pyrimidinyl)phosphorothioate.
Claim 8
Dependent Claim 12 words
The compound as defined in claim 5 which is O-ethyl S-propyl O-(2-(pentafluoroethyl)-5-pyrimidinyl)phosphorodithioate.
Claim 9
Dependent Claim 15 words
A compound as defined in claim 1 wherein A is --C 3 F 7 .
Claim 10
Dependent Claim 11 words
The compound as defined in claim 8 which is O,O-diethyl O-(2-(n-heptofluoropropyl)-5-pyrimidinyl)phosphorothioate.
Claim 11
Dependent Claim 46 words
An insecticidal 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 perfluoroalkyl; X represents oxygen or sulfur; R represents alkoxy; and R 1 represents alkyl, alkoxy, alkylthio, monoalkylamino or phenyl.
Claim 12
Dependent Claim 46 words
An insecticidal 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 perfluoroalkyl; X represents oxygen or sulfur; R represents alkoxy; and R 1 represents alkyl, alkoxy, alkylthio, monoalkylamino or phenyl.
Claim 13
Dependent Claim 13 words
A composition as defined in claim 10 wherein A is --CF 3 .
Claim 14
Dependent Claim 14 words
The composition as defined in claim 11 wherein the active compound is O,O-diethyl O-(2-(trifluoromethyl)-5-pyrimidinyl)phosphorothioate.
Claim 15
Dependent Claim 14 words
The composition as defined in claim 11 wherein the active compound is N-(1-methylethyl)O-ethyl O-(2-(trifluoromethyl)-5-pyrimidinyl)phosphoramidothioate.
Claim 16
Dependent Claim 15 words
A composition as defined in claim 10 wherein A is --C 2 F 5 .
Claim 17
Dependent Claim 13 words
The composition as defined in claim 14 wherein the active compound is O,O-diethyl-O-(2-(pentafluoroethyl)-5-pyrimmidinyl)phosphorothioate.
Claim 18
Dependent Claim 15 words
The composition as defined in claim 14 wherein the active compound is O-ethyl S-propyl O-(2-(pentafluoroethyl)-5-pyrimidinyl)phosphorodithioate.
Claim 19
Dependent Claim 15 words
A composition as defined in claim 10 wherein A is --C 3 F 7 .
Claim 20
Dependent Claim 14 words
The composition as defined in claim 17 wherein the active compound is O,O-diethyl O-(2-(n-heptofluoropropyl)-5-pyrimidinyl)phosphorothioate.
Claim 21
Independent Claim 63 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 ##STR20## wherein A represents perfluoroalkyl; X represents oxygen or sulfur; R represents alkoxy; and R 1 represents alkyl, alkoxy, alkylthio, monoalkylamino or phenyl.
Claim 22
Independent Claim 63 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 ##STR20## wherein A represents perfluoroalkyl; X represents oxygen or sulfur; R represents alkoxy; and R 1 represents alkyl, alkoxy, alkylthio, monoalkylamino or phenyl.
Claim 23
Dependent Claim 13 words
A method as defined in claim 19 wherein A is --CF 3 .
Claim 24
Dependent Claim 14 words
The method as defined in claim 20 wherein the active compound is O,O-diethyl O-(2-(trifluoromethyl)-5-pyrimidinyl)phosphorothioate.
Claim 25
Dependent Claim 14 words
The method as defined in claim 20 wherein the active compound is N-(1-methylethyl)O-ethyl O-(2-(trifluoromethyl)-5-pyrimidinyl)phosphoramidothioate.
Claim 26
Dependent Claim 15 words
A method as defined in claim 19 wherein a is --C 2 F 5 .
Claim 27
Dependent Claim 14 words
The method as defined in claim 23 wherein the active compound is O,O-diethyl O-(2-(pentafluoroethyl)-5-pyrimidinyl)phosphorothioate.
Claim 28
Dependent Claim 15 words
The method as defined in claim 23 wherein the active compound is O-ethyl S-propyl O-(2-(pentafluorethyl)-5-pyrimidinyl)phosphorodithioate.
Claim 29
Dependent Claim 15 words
A method as defined in claim 19 wherein A is --C 3 F 7 .
Claim 30
Dependent Claim 14 words
The method as defined in claim 26 wherein the active compound is O,O-diethyl O-(2-(n-heptofluoropropyl)-5-pyrimidinyl)phosphorothioate.
Claim 31
Dependent Claim 11 words
A compound corresponding to the formula ##STR21## wherein A is perfluoroalkyl.
Claim 32
Dependent Claim 11 words
A compound corresponding to the formula ##STR21## wherein A is perfluoroalkyl.
Claim 33
Dependent Claim 10 words
The compound as defined in claim 28 which is 2-(trifluoromethyl)-5-(phenylmethoxy)pyrimidine.
Claim 34
Dependent Claim 10 words
The compound as defined in claim 28 which is 2-(pentafluoroethyl)-5-(phenylmethoxy)pyrimidine.
Claim 35
Dependent Claim 10 words
The compound as defined in claim 28 which is 2-(heptafluoropropyl)-5-(phenylmethoxy)pyrimidine.
Claim 36
Dependent Claim 11 words
A compound corresponding to the formula ##STR22## wherein A is perfluoroalkyl.
Claim 37
Dependent Claim 11 words
A compound corresponding to the formula ##STR22## wherein A is perfluoroalkyl.
Claim 38
Dependent Claim 10 words
The compound as defined in claim 32 which is 2-(trifluoromethyl)-5-pyrimidinol.
Claim 39
Dependent Claim 10 words
The compound as defined in claim 32 which is 2-(pentafluoroethyl)-5-pyrimidinol.
Claim 40
Dependent Claim 10 words
The compound as defined in claim 32 which is 2-(heptafluoropropyl)-5-pyrimidinol.

References Cited (Backward Citations)

US3205231A Cited
US4014882A Cited
US4127652A Cited
JPS5615296A Cited
US4382087A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-12-09 1989-06-10 1989-12-10 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-12-09 1993-06-10 1993-12-10 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-12-09 1997-06-10 1997-12-10 $7700.00 Window Closed / Lapsed

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