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US4485238A Expired / Lapsed US ⏱️ 0.0 years remaining

Preparation of ((6-substituted phenoxy-2-pyridinyl)-methyl)-3-(2,2-bis(trifluoromethyl)-1-ethenyl)-2,2-dimethylcyclopropane carboxylates

Assignee: Dow Chemical Co
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Filing: 1983-07-06
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Granted: 1984-11-27
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Expires: 2003-07-06
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Abstract

Abstract ((6-(Substituted phenoxy)-2-pyridinyl)methyl)-3-(2,2-bis(trifluoromethyl)-1-ethenyl)-2,2-dimethylcyclopropane carboxylates and the geometric and optical isomers thereof are prepared by the reaction of an appropriate cyano((6-(substituted phenoxy)-2-pyridinyl)methyl)-2,2-dimethyl-3-cyclopropane carboxaldehyde with tetrakis(trifluoromethyl)-1,3-dithioetane. These compounds exhibit a high degree of insecticidal activity and are so employed.

Inventors

  • 👤 Donald L. Cox

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 13:10
CPC Classifications
A; A01; A01N; A01N53/00; C; C07; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/60; C07D213/62; C07D213/63; C07D213/64

Claims Analysis

Total Claims: 3
Claim 1
Independent Claim 108 words
A method for preparing a compound corresponding to the formula ##STR9## wherein X independently represents hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, alkylthio of 1 to 4 carbon atoms, alkylsulfonyl of 1 to 4 carbon atoms, trifluoromethyl, 3,4-methylenedioxy, chloro, fluoro or bromo and n represents an integer of 1 or 2 which comprises reacting, under anhydrous conditions and at a temperature of from about minus 100° to about minus 20° C., from about 1 to about 2 moles of an appropriate cyano ((6-(substituted phenoxy)-2-pyridinyl)methyl)-2,2-dimethyl-3-cyclopropanecarboxyaldehyde with about one mole of tetrakis (trifluoromethyl)-1,3-dithioetane in the presence of triphenyl phosphine and a solvent.
Claim 2
Independent Claim 108 words
A method for preparing a compound corresponding to the formula ##STR9## wherein X independently represents hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, alkylthio of 1 to 4 carbon atoms, alkylsulfonyl of 1 to 4 carbon atoms, trifluoromethyl, 3,4-methylenedioxy, chloro, fluoro or bromo and n represents an integer of 1 or 2 which comprises reacting, under anhydrous conditions and at a temperature of from about minus 100° to about minus 20° C., from about 1 to about 2 moles of an appropriate cyano ((6-(substituted phenoxy)-2-pyridinyl)methyl)-2,2-dimethyl-3-cyclopropanecarboxyaldehyde with about one mole of tetrakis (trifluoromethyl)-1,3-dithioetane in the presence of triphenyl phosphine and a solvent.
Claim 3
Dependent Claim 12 words
The method of claim 1 wherein the compound prepared is cyano((6-phenoxy-2-pyridinyl)methyl)-3-(2,2-bis(trifluoromethyl)-1-ethenyl)-2,2-dimethylcyclopropane carboxylate.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-11-27 1988-05-28 1988-11-27 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-11-27 1992-05-28 1992-11-27 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-11-27 1996-05-28 1996-11-27 $7700.00 Window Closed / Lapsed

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