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US4389530A Expired / Lapsed US ⏱️ 0.0 years remaining

Pesticidally active novel phosphoric (phosphonic) acid ester amides

Assignee: Bayer AG
•
Filing: 1982-02-26
•
Granted: 1983-06-21
•
Expires: 2002-02-26
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Abstract

Abstract Pesticidally active novel phosphoric (phosphonic) acid ester amides have the general formula ##STR1## wherein R 1 represents hydrogen or optionally substituted alkyl, R 2 represents optionally substituted alkyl or optionally substituted alkoxy, R 3 represents optionally substituted alkyl and Hal represents halogen, and are obtained if phosphoric (phosphonic) acid ester amides of the formula ##STR2## wherein R 1 , R 2 and Hal have the meanings given above, are reacted with trialkyl-chlorosilanes of the formula ClSi(R.sup.3).sub.3 (III) wherein R 3 has the meaning given above, in the presence of an acid acceptor and, if appropriate, in the presence of a solvent. The compounds (I) can be used as pest-combating agents, particularly as insecticides and acaricides.

Inventors

  • 👤 Dieter Arlt
  • 👤 Bernhard Homeyer
  • 👤 Ingeborg Hammann

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 14:43
CPC Classifications
A; A01; A01N; A01N57/00; A01N57/26; A01N57/28; C; C07; C07F; C07F9/00; C07F9/02; C07F9/06; C07F9/22; C07F9/24; C07F9/2454; C07F9/2479; C07F9/28; C07F9/38; C07F9/44; C07F9/4461; C07F9/4484

Claims Analysis

Total Claims: 14
Claim 1
Independent Claim 39 words
A phosphoric (phosphonic) acid ester amide of the formula ##STR8## wherein R 1 is hydrogen or optionally substituted alkyl, R 2 is optionally substituted alkyl or optionally substituted alkoxy, R 3 is optionally substituted alkyl, and Hal is halogen.
Claim 2
Dependent Claim 39 words
A phosphoric (phosphonic) acid ester amide of the formula ##STR8## wherein R 1 is hydrogen or optionally substituted alkyl, R 2 is optionally substituted alkyl or optionally substituted alkoxy, R 3 is optionally substituted alkyl, and Hal is halogen.
Claim 3
Dependent Claim 33 words
A compound according to claim 1, in which R 1 is hydrogen or alkyl R 2 is alkyl, alkoxy or halogenoalkoxy, R 3 is alkyl or halogenoalkyl, and Hal is chlorine or bromine.
Claim 4
Dependent Claim 57 words
A compound according to claim 1 in which R 1 is hydrogen or C 1-4 -alkyl, R 2 is C 1-4 -alkyl, C 1-4 -alkoxy or C 1-4 -halogenoalkoxy having 1 to 5 halogen atoms, R 3 is C 1-4 -alkyl or C 1-4 -halogenoalkyl having 1 to 5 halogen atoms, and Hal is chlorine or bromine.
Claim 5
Dependent Claim 35 words
A compound according to claim 1, in which R 1 is hydrogen, methyl, ethyl, i-propyl, n-propyl, 1-chloroisopropyl or sec.-butyl, R 2 is C 1-4 -alkyl or C 1-4 -alkoxy and Hal is chlorine or bromine.
Claim 6
Dependent Claim 28 words
A compound according to claim 1, wherein such compound is O-[1-fluoro-2-bromo-ethyl]-O-ethyl-phosphoric acid diester N-ethyl-N-trimethylsilyl-amide of the formula BrCH.sub.2 --CHF--O--PO(OC.sub.2 H.sub.5)[N(C.sub.2 H.sub.5) (Si Me.sub.3)] in which Me is methyl.
Claim 7
Dependent Claim 26 words
A compound according to claim 1, wherein such compound is O-[1-fluoro-2-chloro-ethyl]-O-methyl-phosphoric acid diester N-ethyl-N-trimethylsilyl-amide of the formula ClCH.sub.2 --CHF--O--PO(OCH.sub.3)[N(C.sub.2 H.sub.5) (SiMe.sub.3)] in which Me is methyl.
Claim 8
Dependent Claim 27 words
A compound according to claim 1, wherein such compound is O-[1-fluoro-2-chloro-ethyl]-O-ethyl-phosphoric acid diester N-ethyl-N-trimethylsilyl-amide of the formula ClCH.sub.2 --CHF--O--PO(OC.sub.2 H.sub.5)[N(C.sub.2 H.sub.5) (SiMe.sub.3)] in which Me is methyl.
Claim 9
Dependent Claim 26 words
A compound according to claim 1, wherein such compound is O-[1-fluoro-2-chloro-ethyl]-O-ethyl-phosphoric acid diester N-methyl-N-trimethylsilyl-amide of the formula ClCH.sub.2 --CHF--OPO(OC.sub.2 H.sub.5)[N(CH.sub.3) SiMe.sub.3)] in which Me is methyl.
Claim 10
Dependent Claim 23 words
A compound according to claim 1, wherein such compound is O-[1-fluoro-2-bromo-ethyl]-O-ethyl-phosphoric acid diester N-(2-methyl-butyl)-N-trimethylsilyl-amide of the formula ##STR9## in which Me is methyl.
Claim 11
Dependent Claim 24 words
A compound according to claim 1, wherein such compound is O-[1-fluoro-2-chloro-ethyl]-O-methyl- phosphoric acid diester N-isopropyl-N-trimethylsilyl-amide of the formula ##STR10## in which Me is methyl.
Claim 12
Dependent Claim 20 words
A pesticidal composition comprising a pesticidally effective amount of a compound according to claim 1 in admixture with a diluent.
Claim 13
Dependent Claim 32 words
A method of combating arthropods and nematodes comprising applying to the arthropods or nematodes, or to a habitat thereof, an arthropodicidally or nematocidally effective amount of a compound according to claim 1.
Claim 14
Dependent Claim 36 words
The method according to claim 12, wherein such compound is O-[1-fluoro-2-bromo-ethyl]-O-ethyl-phosphoric acid diester N-ethyl-N-trimethylsilyl-amide, O-[1-fluoro-2-chloro-ethyl -O-methyl-phosphoric acid diester N-ethyl-N-trimethylsilyl-amide, O-[1-fluoro-2-chloro-ethyl]-O-ethyl-phosphoric acid diester N-ethyl-N-trimethylsilyl-amide, O-[1-fluoro-2-chloro-ethyl]-O-ethyl-phosphoric acid diester N-methyl-N-trimethylsilyl-amide, O-[1-fluoro-2-bromo-ethyl]-O-ethyl-phosphoric acid diester N-(2-methyl-butyl)-N-trimethylsilyl-amide or O-[1-fluoro-2-chloro-ethyl]-O-methyl-phosphoric acid diester N-isopropyl-N-trimethylsilyl-amide.

References Cited (Backward Citations)

US2864845A Cited
US3492193A Cited
SU415267A1 Cited
DE2629016A1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1986-06-20 1986-12-20 1987-06-21 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1990-06-20 1990-12-20 1991-06-21 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1994-06-20 1994-12-20 1995-06-21 $7700.00 Window Closed / Lapsed

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