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Patent EP0210608A1 successfully refreshed from Google Patents.
EP0210608A1
Expired / Lapsed
EP
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S,S-Di(Tertiary alkyl) trithiophosphonate insecticides
Assignee: Aventis Cropscience Usa Inc rhone-Poulenc Basic C
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Filing: 1986-07-25
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Granted: —
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Expires: 2006-07-25
Abstract
Abstract Compounds having the formula in which R is methyl or ethyl, Y is sulfur or oxygen, and R₁ and R₂ are the same or different tertiary alkyl groups each having form 4 to 6 carbon atoms, are insecticides and nematicides, especially for control of soil insects and nematodes.Symmetrical compounds (R₁ = R₂) may be prepared by reaction of an alkali metal mercaptide with an alkyl (thio) phosphonic dihalide. The alkali metal mercaptide may be prepared by reaction of a tertiary alkyl mercaptan with an alkali metal or alkali metal hydride.
Inventors
- 👤 Charles Garabed Chavdarian
- 👤 Lydia Lee Chang
- 👤 Bruce Charles Onisko
- 👤 Jonathan Philip Earhart
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-11-09 00:20
CPC Classifications
C; C07; C07F; C07F9/00; C07F9/02; C07F9/28; C07F9/38; C07F9/40; A; A01; A01N; A01N57/00; A01N57/18; A01N57/20; C07F9/4071; C07F9/4075
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
33 words
A compound having the formula in which R is methyl or ethyl, Y is sulfur or oxygen and R₁ and R₂ are tertiary alkyl groups each having from 4 to 6 carbon atoms.
Claim 2
Dependent Claim
33 words
A compound having the formula in which R is methyl or ethyl, Y is sulfur or oxygen and R₁ and R₂ are tertiary alkyl groups each having from 4 to 6 carbon atoms.
Claim 3
Dependent Claim
16 words
A compound according to Claim 1 in which R₁ and R₂ are identical tertiary alkyl groups.
Claim 4
Dependent Claim
17 words
A compound according to Claims 1 or 2 in which R₁ and R₂ are both tertiary butyl.
Claim 5
Dependent Claim
13 words
A compound according to any of Claims 1-3 in which Y is sulfur.
Claim 6
Dependent Claim
22 words
A compound according to Claim 1 in which R is methyl, Y is sulfur, and R₁ and R₂ are both tertiary butyl.
Claim 7
Dependent Claim
32 words
An insecticidal or nematicidal composition of matter comprising: (a) an insecticidally or nematicidally effective amount of a compound according to Claim 1; and (b) an insecticidally or nematicidally suitable diluent or carrier.
Claim 8
Independent Claim
42 words
A method of controlling insects or root knot nematodes comprising applying to said insects or nematodes or to a locus at which control is desired an insecticidally or nematicidally effective amount of a compound or composition according to any of Claims 1-6.
Claim 9
Dependent Claim
16 words
A method according to Claim 7 in which the compound or composition is applied to soil.
Claim 10
Dependent Claim
76 words
A process for production of a compound having the formula in which R is methyl or ethyl, Y is sulfur or oxygen and R₁ and R₂ are identical tertiary alkyl groups each having from 4 to 6 carbon atoms comprising reacting at a temperature of 0° to 60°C an alkyl (thio) phosphonic dihalide having the formula in which X is a halogen, with a mercaptide having the formula R₁-SM in which M is an alkali metal.
Claim 11
Dependent Claim
76 words
A process for production of a compound having the formula in which R is methyl or ethyl, Y is sulfur or oxygen and R₁ and R₂ are identical tertiary alkyl groups each having from 4 to 6 carbon atoms comprising reacting at a temperature of 0° to 60°C an alkyl (thio) phosphonic dihalide having the formula in which X is a halogen, with a mercaptide having the formula R₁-SM in which M is an alkali metal.
Claim 12
Independent Claim
51 words
A method for producing an alkali metal mercaptide having the formula R₁-SM in which R₁ is a tertiary alkyl group having from 4 to 6 carbon atoms and M is an alkali metal, comprising reacting the corresponding tertiary alkyl mercaptan with a molten alkali metal in the presence of a solvent.
Claim 13
Independent Claim
51 words
A method for producing an alkali metal mercaptide having the formula R₁-SM in which R₁ is a tertiary alkyl group having from 4 to 6 carbon atoms and M is an alkali metal, comprising reacting the corresponding tertiary alkyl mercaptan with a molten alkali metal in the presence of a solvent.
Claim 14
Independent Claim
163 words
A method for production of a compound having the formula in which R is methyl or ethyl, Y is sulfur or oxygen and R₁ and R₂ are identical tertiary alkyl groups each having from 4 to 6 carbon atoms, comprising the steps of (a) reacting a tertiary alkyl mercaptan having the formula R₁SH in which R₁ is a tertiary alkyl group having from 4 to 6 carbon atoms with a molten alkali metal or a solid alkali metal hydride in the presence of a solvent which is toluene or a mixture of toluene and 1,4-dioxane to produce a tertiary alkyl mercaptide having the formula R₁SM; and (b) reacting the tertiary alkyl mercaptide with an alkyl (thio) phosphonic dihalide having the formula in which X is a halogen, the mercaptide being employed in a ratio of two equivalents per equivalent of phosphonic dihalide, in a solvent which is toluene or a mixture of toluene and 1,4-dioxane at a temperature of from 0° to 60°C.
Claim 15
Independent Claim
163 words
A method for production of a compound having the formula in which R is methyl or ethyl, Y is sulfur or oxygen and R₁ and R₂ are identical tertiary alkyl groups each having from 4 to 6 carbon atoms, comprising the steps of (a) reacting a tertiary alkyl mercaptan having the formula R₁SH in which R₁ is a tertiary alkyl group having from 4 to 6 carbon atoms with a molten alkali metal or a solid alkali metal hydride in the presence of a solvent which is toluene or a mixture of toluene and 1,4-dioxane to produce a tertiary alkyl mercaptide having the formula R₁SM; and (b) reacting the tertiary alkyl mercaptide with an alkyl (thio) phosphonic dihalide having the formula in which X is a halogen, the mercaptide being employed in a ratio of two equivalents per equivalent of phosphonic dihalide, in a solvent which is toluene or a mixture of toluene and 1,4-dioxane at a temperature of from 0° to 60°C.
References Cited (Backward Citations)
EP0024830A1
Cited
US4472390A
Cited
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